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)-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)-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[...] | ||
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 | |
1,2-diaza-1,3-diene 1d | DMSO | E Param.: -15.38 | Chem. Eur. J. 2010, 16, 12008-12016 10.1002/chem.201000828 | |
phenyl isocyanate | MeCN | E Param.: -15.38 | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 | |
1,2-diaza-1,3-diene 1f | MeOH | E Param.: -15.30 | Chem. Eur. J. 2010, 16, 12008-12016 10.1002/chem.201000828 | |
1-phenylprop-2-en-1-one (in DMSO) | DMSO | E Param.: -15.25 | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 | |
(E)-N-(4-(dimethylamino)benzylidene)-4-methylbenzenesulfonamide (in DMSO) | DMSO | E Param.: -15.09 | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |