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. 2025, 31, 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 | 
| 4-benzylidene-2,6-di-tert-butylcyclohexa-2,5-dien-1-one   | E Param.: -15.58 |    | Chem. Eur. J. 2025, 31, e202501224 10.1002/chem.202501224 | 
