Electrophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
jul(S)BBS | E Param.: -11.89 | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g | ||
N-(trifluoromethyl)thio)phthalimide | E Param.: -11.92 | Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859 | ||
o-chloranil (C-Cl) | E Param.: -12.02 | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | ||
2-cinnamoyl-1-(2,6-dimethoxyphenyl)-3-methyl-1H-imidazol-3-ium | DMSO | E Param.: -12.02 | Top. Catal. 2018, 61, 585-590 10.1007/s11244-018-0[...] | |
ethenesulfonyl fluoride (ESF) | DMSO | E Param.: -12.09 | Angew. Chem. Int. Ed. 2016, 55, 12664-12667 10.1002/anie.201601875 | |
p-chloranil (C=O) | E Param.: -12.13 | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | ||
ani(Ph)2QM | E Param.: -12.18 | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | ||
di-tert-butyl azodicarboxylate | MeCN | E Param.: -12.23 | Chem. Eur. J. 2010, 16, 11670-11677 10.1002/chem.201001598 | |
2,5-dichloroquinone (C-H) | E Param.: -12.28 | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | ||
2,4-dinitrothiophene | E Param.: -12.33 | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | ||
4-nitro-<i>trans-beta</i>-nitrostyrene | E Param.: -12.37 | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | ||
N-(trifluoromethyl)thio)succinimide | E Param.: -12.56 | Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859 | ||
4-cyano-<i>trans-beta</i>-nitrostyrene | E Param.: -12.61 | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | ||
dmaBBS | E Param.: -12.76 | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g | ||
p-(dimethylamino)benzylidene Meldrum's acid | E Param.: -12.76 | J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s | ||
Umemoto II (triflate) | E Param.: -12.80 | Eur. J. Org. Chem. 2024, 27, e202400085 10.1002/ejoc.202400085 | ||
benzaldehyde (in DMSO) | DMSO | E Param.: -12.90 | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 | |
3,6-dinitro-1-tosyl-1H-indole | E Param.: -12.90 | Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j | ||
(2-phenylethene-1,1-diyldisulfonyl)dibenzene | DMSO | E Param.: -12.93 | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 | |
2-(4-methoxybenzylidene)benzo[d][1,3]dithiole 1,1,3,3-tetraoxide | DMSO | E Param.: -13.02 | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 | |
(E)-N-(4-methoxybenzylidene)-4-methylbenzenesulfonamide (in DMSO) | DMSO | E Param.: -13.05 | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
Umemoto I (triflate) | E Param.: -13.08 | Eur. J. Org. Chem. 2024, 27, e202400085 10.1002/ejoc.202400085 | ||
1,3,5-trinitrobenzene | E Param.: -13.19 | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | ||
1,2-diaza-1,3-diene 1a | DMSO | E Param.: -13.28 | Chem. Eur. J. 2010, 16, 12008-12016 10.1002/chem.201000828 | |
p-(dimethylamino)benzylidenemalononitrile | E Param.: -13.30 | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 | ||
4-bromo-<i>trans-beta</i>-nitrostyrene | E Param.: -13.37 | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | ||
dma(Ph)2QM | E Param.: -13.39 | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | ||
Umemoto I (tetrafluoroborate) | E Param.: -13.39 | Eur. J. Org. Chem. 2024, 27, e202400085 10.1002/ejoc.202400085 | ||
N-methyl-N-((trifluoromethyl)thio)-p-toluenesulfonamide | E Param.: -13.44 | Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859 | ||
2-(p-(dimethylamino)benzylidene)-indan-1,3-dione | E Param.: -13.56 | Org. Biomol. Chem. 2007, 5, 3020-3026 10.1039/b708025e | ||
((2-phenylpropan-2-yl)oxy)(trifluoromethyl)sulfane | E Param.: -13.77 | Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859 | ||
julBBS | E Param.: -13.84 | J. Org. Chem. 2007, 72, 9170-9180 10.1021/jo071273g | ||
p-chloranil (C-Cl) | E Param.: -13.84 | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | ||
<i>trans-beta</i>-nitrostyrene | E Param.: -13.85 | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | ||
(2-(4-methoxyphenyl)ethene-1,1-diyldisulfonyl)dibenzene | DMSO | E Param.: -13.88 | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 | |
1,2-diaza-1,3-diene 1b | DMSO | E Param.: -13.90 | Chem. Eur. J. 2010, 16, 12008-12016 10.1002/chem.201000828 | |
jul Meldrum's acid | E Param.: -13.97 | J. Org. Chem. 2008, 73, 2738-2745 10.1021/jo702590s | ||
N-methyl maleimide | DMSO | E Param.: -14.07 | Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779 | |
ethyl 3-nitro-1H-indole-1-carboxylate | E Param.: -14.10 | Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j | ||
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = Ph) | E Param.: -14.14 | Organometallics 2012, 31, 2416-2424 10.1021/om3000357 | ||
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = 3,5-difluorophenyl) | E Param.: -14.21 | Organometallics 2012, 31, 2416-2424 10.1021/om3000357 | ||
(E)-tert-butyl benzylidenecarbamate (in DMSO) | DMSO | E Param.: -14.22 | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
4-methyl-<i>trans-beta</i>-nitrostyrene | E Param.: -14.23 | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | ||
2,6-di-tert.butyl-4-(4-nitrobenzylidene)cyclohexa-2,5-dienone | E Param.: -14.36 | Eur. J. Org. Chem. 2009, , 3203-3211 10.1002/ejoc.200900299 | ||
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = 4-(dimethylamino)phenyl) | E Param.: -14.46 | Organometallics 2012, 31, 2416-2424 10.1021/om3000357 | ||
2,6-di-tert.butyl-4-(3,5-difluorobenzylidene)cyclohexa-2,5-dienone | E Param.: -14.50 | Eur. J. Org. Chem. 2009, , 3203-3211 10.1002/ejoc.200900299 | ||
((2-(2-iodophenyl)propan-2-yl)oxy)(trifluoromethyl)sulfane | E Param.: -14.52 | Angew. Chem. Int. Ed. 2018, 57, 12690-12695 10.1002/anie.201805859 | ||
2-(4-methoxybenzylidene)-1,3-dithiane 1,1,3,3-tetraoxide | DMSO | E Param.: -14.55 | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 | |
4-bromo-3-nitro-1-tosyl-1H-indole | E Param.: -14.60 | Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j | ||
jul-indan-1,3-dione | E Param.: -14.68 | Org. Biomol. Chem. 2007, 5, 3020-3026 10.1039/b708025e | ||
4-methoxy-<i>trans-beta</i>-nitrostyrene | E Param.: -14.70 | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | ||
3-nitro-1-tosyl-1H-indole | E Param.: -14.87 | Chem. Commun. 2021, 57, 10071-10074 10.1039/d1cc04074j | ||
1,2-diaza-1,3-diene 1e | MeOH | E Param.: -14.90 | Chem. Eur. J. 2010, 16, 12008-12016 10.1002/chem.201000828 | |
1,2-diaza-1,3-diene 1c | DMSO | E Param.: -14.91 | Chem. Eur. J. 2010, 16, 12008-12016 10.1002/chem.201000828 | |
2,6-di-tert.butyl-4-(3-fluorobenzylidene)cyclohexa-2,5-dienone | E Param.: -15.03 | Eur. J. Org. Chem. 2009, , 3203-3211 10.1002/ejoc.200900299 | ||
(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 | |
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 | |
1,2-diaza-1,3-diene 1f | MeOH | E Param.: -15.30 | Chem. Eur. J. 2010, 16, 12008-12016 10.1002/chem.201000828 | |
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-methylsulfanylpropan-2-one (in DMSO) | DMSO | E Param.: -15.60 | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 | |
fumaronitrile | DMSO | E Param.: -15.71 | Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779 | |
tol(t-Bu)2QM | E Param.: -15.83 | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | ||
(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 | |
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 | ||
p-quinone (C-H) | E Param.: -16.19 | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | ||
(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.[...] | |
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 | ||
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 | ||
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 | |
butynone | E Param.: -16.60 | Angew. Chem. Int. Ed. 2019, 58, 17704-17708 10.1002/anie.201909803 | ||
2-phenylethene-1-sulfonyl fluoride | DMSO | E Param.: -16.63 | Angew. Chem. Int. Ed. 2016, 55, 12664-12667 10.1002/anie.201601875 | |
but-3-en-2-one (in DMSO) | DMSO | E Param.: -16.76 | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 | |
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.[...] | |
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-phenylallylidene)cyclohexa-2,5-dien-1-one | DMSO | E Param.: -17.00 | Org. Lett. 2020, 22, 2182-2186 10.1021/acs.orglett.[...] | |
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 | ||
dma(t-Bu)2QM | E Param.: -17.29 | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | ||
bh 6m | E Param.: -17.30 | Chem. Eur. J. 2010, 16, 1365-1371 10.1002/chem.200902487 | ||
(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 | |
(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.[...] | |
cyclobutanone (in DMSO) | DMSO | E Param.: -17.50 | J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657 | |
(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 | |
diethyl 4-nitrobenzylidene malonate | E Param.: -17.67 | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | ||
carbon disulfide | DMSO | E Param.: -17.70 | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 | |
diethyl fumarate | DMSO | E Param.: -17.79 | Eur. J. Org. Chem. 2014, , 2956-2963 10.1002/ejoc.201301779 | |
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 4-cyano-benzylidene malonate | E Param.: -18.06 | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | ||
phenyl isothiocyanate | DMSO | E Param.: -18.15 | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 | |
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 | ||
(p-nitrophenyl)diazomethane | E Param.: -18.30 | Chem. Eur. J. 2022, 28, e202201376 10.1002/chem.202201376 | ||
ethenylsulfonylbenzene (in DMSO) | DMSO | E Param.: -18.36 | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |