Electrophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
3-chloro-benzaldehyde (in DMSO)![]() ![]() |
DMSO | ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
3-fluoro-benzaldehyde (in DMSO)![]() ![]() |
DMSO | ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
3-methoxy-benzaldehyde (in DMSO)![]() ![]() |
DMSO | ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
4-fluoro-benzaldehyde (in DMSO)![]() ![]() |
DMSO | ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
hexanal (in DMSO)![]() ![]() |
DMSO | ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
butanal (in DMSO)![]() ![]() |
DMSO | ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
cinnamaldehyde (in DMSO)![]() ![]() |
DMSO | ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
p-nitro-cinnamaldehyde (in DMSO)![]() ![]() |
DMSO | ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
3-methylcyclohexenone![]() ![]() |
DMSO | E Param.: -29.60 | ![]() | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
3-methylcyclopentenone![]() ![]() |
DMSO | E Param.: -28.90 | ![]() | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
2-methylcyclohexenone![]() ![]() |
DMSO | E Param.: -27.50 | ![]() | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
(E)-1-methyl-4-(styrylsulfonyl)benzene (in DMSO)![]() ![]() |
DMSO | E Param.: -24.69 | ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
cinnamonitrile (in DMSO)![]() ![]() |
DMSO | E Param.: -24.60 | ![]() | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
ethyl cinnamate (in DMSO)![]() ![]() |
DMSO | E Param.: -24.52 | ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
diethyl 2-((julolidine-9-yl)methylene)malonate![]() ![]() |
E Param.: -23.80 | ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
ethyl (E)-but-2-enoate (in DMSO)![]() ![]() |
DMSO | E Param.: -23.59 | ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
N,N-dimethylprop-2-enamide (in DMSO)![]() ![]() |
DMSO | E Param.: -23.54 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
diethyl 2-((1-methyl-1,2,3,4-tetrahydroquinolin-6-yl)methylene)malonate![]() ![]() |
E Param.: -23.40 | ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
N-methyl-N-((trifluoromethyl)thio)-aniline![]() ![]() |
E Param.: -23.32 | ![]() | Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859 | |
diethyl 4-(dimethylamino)benzylidene malonate![]() ![]() |
E Param.: -23.10 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
(E)-4-phenylbut-3-en-2-one (in DMSO)![]() ![]() |
DMSO | E Param.: -23.01 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
ethyl 2-methylprop-2-enoate (in DMSO)![]() ![]() |
DMSO | E Param.: -22.77 | ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
pentan-2-one (in DMSO)![]() ![]() |
DMSO | E Param.: -22.30 | ![]() | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
cycloheptanone (in DMSO)![]() ![]() |
DMSO | E Param.: -22.10 | ![]() | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
2-methylcyclopentenone![]() ![]() |
DMSO | E Param.: -22.10 | ![]() ![]() ![]() | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
cyclohexenone![]() ![]() |
DMSO | E Param.: -22.10 | ![]() ![]() ![]() | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
cycloheptenone![]() ![]() |
DMSO | E Param.: -22.00 | ![]() ![]() ![]() | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
dihydro-2H-pyran-2-one![]() ![]() |
DMSO | E Param.: -21.80 | ![]() ![]() | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
diethyl 4-methoxy-benzylidene malonate![]() ![]() |
E Param.: -21.47 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
diphenyldiazomethane![]() ![]() |
E Param.: -21.40 | ![]() | Chem. Eur. J. 2022, 28, e202201376 10.1002/chem.202201376 | |
diethyl 4-methyl-benzylidene malonate![]() ![]() |
E Param.: -21.11 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
cyclopentanone (in DMSO)![]() ![]() |
DMSO | E Param.: -21.00 | ![]() | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
furan-2(5H)-one![]() ![]() |
DMSO | E Param.: -20.70 | ![]() ![]() ![]() | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
cyclopentenone![]() ![]() |
DMSO | E Param.: -20.60 | ![]() ![]() ![]() | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
diethyl benzylidene malonate![]() ![]() |
E Param.: -20.55 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
tert-butyl prop-2-enoate (in DMSO)![]() ![]() |
DMSO | E Param.: -20.22 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
diphenylcarbodiimide![]() ![]() |
DMSO | E Param.: -20.14 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
cyclohexanone (in DMSO)![]() ![]() |
DMSO | E Param.: -19.90 | ![]() | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
3-methylenetetrahydropyran-2-one![]() ![]() |
DMSO | E Param.: -19.50 | ![]() ![]() ![]() | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
diethyl maleate![]() ![]() |
DMSO | E Param.: -19.49 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779 |
3-methylenedihydrofuranone![]() ![]() |
DMSO | E Param.: -19.40 | ![]() ![]() ![]() | Chem. Sci. 2021, 12, 4850-4865 10.1039/D0SC06628A |
(E)-1,3-diphenylprop-2-en-1-one (in DMSO)![]() ![]() |
DMSO | E Param.: -19.39 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
(E)-4-(4-nitrophenyl)but-3-en-2-one (in DSMO)![]() ![]() |
DMSO | E Param.: -19.36 | ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
(E)-4-methyl-1-(4-nitrophenyl)pent-1-en-3-one (in DMSO)![]() ![]() |
DMSO | E Param.: -19.17 | ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
(E)-4,4-dimethyl-1-(4-nitrophenyl)pent-1-en-3-one![]() ![]() |
DMSO | E Param.: -19.15 | ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
bh 6i![]() ![]() |
E Param.: -19.10 | ![]() ![]() | Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487 | |
ethyl prop-2-enoate (in DMSO)![]() ![]() |
DMSO | E Param.: -19.07 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
acrylonitrile (in DMSO)![]() ![]() |
DMSO | E Param.: -19.05 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
diethyl 3-chloro-benzylidene malonate![]() ![]() |
E Param.: -18.98 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
bh 6f![]() ![]() |
E Param.: -18.90 | ![]() ![]() | Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487 | |
bh 6l![]() ![]() |
E Param.: -18.90 | ![]() | Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487 | |
methyl prop-2-enoate (in DMSO)![]() ![]() |
DMSO | E Param.: -18.84 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
bh6a![]() ![]() |
E Param.: -18.60 | ![]() ![]() | Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487 | |
methyl diazoacetate![]() ![]() |
E Param.: -18.50 | ![]() ![]() ![]() | Chem. Eur. J. 2022, 28, e202201376 10.1002/chem.202201376 | |
1-methylpiperidin-4-one (in DMSO)![]() ![]() |
DMSO | E Param.: -18.40 | ![]() | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
ethenylsulfonylbenzene (in DMSO)![]() ![]() |
DMSO | E Param.: -18.36 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
(p-nitrophenyl)diazomethane![]() ![]() |
E Param.: -18.30 | ![]() ![]() ![]() | Chem. Eur. J. 2022, 28, e202201376 10.1002/chem.202201376 | |
bh 6k![]() ![]() |
E Param.: -18.20 | ![]() | Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487 | |
1,4-dioxaspiro[4.5]decan-8-one (in DMSO)![]() ![]() |
DMSO | E Param.: -18.20 | ![]() | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
dimethyl diazomalonate![]() ![]() |
E Param.: -18.20 | ![]() ![]() ![]() | Chem. Eur. J. 2022, 28, e202201376 10.1002/chem.202201376 | |
phenyl isothiocyanate![]() ![]() |
DMSO | E Param.: -18.15 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
diethyl 4-cyano-benzylidene malonate![]() ![]() |
E Param.: -18.06 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
jul(t-Bu)2QM![]() ![]() |
E Param.: -17.90 | ![]() ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | |
bh6j![]() ![]() |
E Param.: -17.90 | ![]() ![]() | Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487 | |
oxan-4-one (in DMSO)![]() ![]() |
DMSO | E Param.: -17.90 | ![]() | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
hex-3-yn-2-one![]() ![]() |
E Param.: -17.90 | ![]() | Angew. Chem. Int. Ed. 2019, 58, 17704-17708 10.1002/anie.201909803 | |
diethyl fumarate![]() ![]() |
DMSO | E Param.: -17.79 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779 |
carbon disulfide![]() ![]() |
DMSO | E Param.: -17.70 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
diethyl 4-nitrobenzylidene malonate![]() ![]() |
E Param.: -17.67 | ![]() ![]() ![]() | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
(E)-3-(4-cyano-phenyl)-1-phenyl-prop-2-en-1-one (in DMSO)![]() ![]() |
DMSO | E Param.: -17.64 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
cyclobutanone (in DMSO)![]() ![]() |
DMSO | E Param.: -17.50 | ![]() | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
(E)-2,6-di-tert-butyl-4-(3-(4-methoxyphenyl)allylidene)cyclohexa-2,5-dien-1-one![]() ![]() |
DMSO | E Param.: -17.42 | ![]() ![]() ![]() | Org. Lett. 2020, 22, 2182-2186 10.1021/acs.orglett.[...] |
(E)-3-(4-nitro-phenyl)-1-phenyl-prop-2-en-1-one (in DMSO)![]() ![]() |
DMSO | E Param.: -17.33 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
bh 6m![]() ![]() |
E Param.: -17.30 | ![]() | Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487 | |
dma(t-Bu)2QM![]() ![]() |
E Param.: -17.29 | ![]() ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | |
2,6-dimethoxy-4-(4-(dimethylamino)benzylidene)cyclohexa-2,5-dienone![]() ![]() |
E Param.: -17.18 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 3203-3211 10.1002/ejoc.200900299 | |
(E)-6-((1-methyl-1H-pyrrol-2-yl)methylene)benzo[d][1,3]dioxol-5(6H)-one![]() ![]() |
E Param.: -17.03 | ![]() ![]() ![]() | Org. Biomol. Chem. 2025, 23, 827-834 10.1039/D4OB01855A | |
(E)-2,6-di-tert-butyl-4-(3-phenylallylidene)cyclohexa-2,5-dien-1-one![]() ![]() |
DMSO | E Param.: -17.00 | ![]() ![]() ![]() | Org. Lett. 2020, 22, 2182-2186 10.1021/acs.orglett.[...] |
thian-4-one (in DMSO)![]() ![]() |
DMSO | E Param.: -16.90 | ![]() | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
4-phenylbut-3-yn-2-one![]() ![]() |
E Param.: -16.90 | ![]() | Angew. Chem. Int. Ed. 2019, 58, 17704-17708 10.1002/anie.201909803 | |
E)-2,6-di-tert-butyl-4-(3-(4-chlorophenyl)allylidene)cyclohexa-2,5-dien-1-one![]() ![]() |
DMSO | E Param.: -16.84 | ![]() ![]() ![]() | Org. Lett. 2020, 22, 2182-2186 10.1021/acs.orglett.[...] |
but-3-en-2-one (in DMSO)![]() ![]() |
DMSO | E Param.: -16.76 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
2-phenylethene-1-sulfonyl fluoride![]() ![]() |
DMSO | E Param.: -16.63 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2016, 55, 12664-12667 10.1002/anie.201601875 |
butynone![]() ![]() |
E Param.: -16.60 | ![]() | Angew. Chem. Int. Ed. 2019, 58, 17704-17708 10.1002/anie.201909803 | |
4-(2,2-bis(phenylsulfonyl)vinyl)-N,N-dimethylaniline![]() ![]() |
DMSO | E Param.: -16.53 | ![]() ![]() ![]() | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
2,6-dimethoxy-4-(4-methoxybenzylidene)cyclohexa-2,5-dienone![]() ![]() |
E Param.: -16.38 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 3203-3211 10.1002/ejoc.200900299 | |
2,6-dimethyl-4-(4-(dimethylamino)benzylidene)cyclohexa-2,5-dienone![]() ![]() |
E Param.: -16.36 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 3203-3211 10.1002/ejoc.200900299 | |
(E)-2,6-di-tert-butyl-4-(3-(4-nitrophenyl)allylidene)cyclohexa-2,5-dien-1-one![]() ![]() |
DMSO | E Param.: -16.25 | ![]() ![]() ![]() | Org. Lett. 2020, 22, 2182-2186 10.1021/acs.orglett.[...] |
p-quinone (C-H)![]() ![]() |
E Param.: -16.19 | ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | |
ani(t-Bu)2QM![]() ![]() |
E Param.: -16.11 | ![]() ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | |
2,5-dichloroquinone (C-Cl)![]() ![]() |
E Param.: -16.11 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | |
(E)-6-(4-(dimethylamino)benzylidene)benzo[d][1,3]dioxol-5(6H)-one![]() ![]() |
E Param.: -16.07 | ![]() ![]() ![]() | Chem. Eur. J. 2024, , e202403785 10.1002/chem.202403785 | |
(E)-6-((E)-3-phenylallylidene)benzo[d][1,3]dioxol-5(6H)-one![]() ![]() |
E Param.: -16.00 | ![]() ![]() ![]() | Org. Biomol. Chem. 2025, 23, 827-834 10.1039/D4OB01855A | |
(E)-N-benzylidene-P,P-diphenylphosphinic amide![]() ![]() |
DMSO | E Param.: -15.89 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
p-nitrophenyl isothiocyanate![]() ![]() |
DMSO | E Param.: -15.89 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 |
tol(t-Bu)2QM![]() ![]() |
E Param.: -15.83 | ![]() ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | |
(E)-6-(furan-2-ylmethylene)benzo[d][1,3]dioxol-5(6H)-one![]() ![]() |
E Param.: -15.73 | ![]() ![]() ![]() | Org. Biomol. Chem. 2025, 23, 827-834 10.1039/D4OB01855A | |
fumaronitrile![]() ![]() |
DMSO | E Param.: -15.71 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779 |
1-methylsulfanylpropan-2-one (in DMSO)![]() ![]() |
DMSO | E Param.: -15.60 | ![]() | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 |
(E)-6-((1-methyl-1H-indol-2-yl)methylene)benzo[d][1,3]dioxol-5(6H)-one![]() ![]() |
E Param.: -15.55 | ![]() ![]() ![]() | Org. Biomol. Chem. 2025, 23, 827-834 10.1039/D4OB01855A |