Mayr's Database of Reactivity Parameters

Other Michael acceptors

For reactivities of structurally related compounds go to: Electrophiles » C-Electrophiles » Acceptor-Substituted Ethylenes
« Back Forward » Found 57 molecules, displaying page 1 of 1 Results per page 10|50|100|all
Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
3-methylcyclohexenone
C7H10O*
 DMSO

E Param.: -29.60

*Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
3-methylcyclopentenone
C6H8O*
 DMSO

E Param.: -28.90

*Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
2-methylcyclohexenone
C7H10O*
 DMSO

E Param.: -27.50

*Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
(E)-1-methyl-4-(styrylsulfonyl)benzene (in DMSO)
C15H14O2S*
 DMSO

E Param.: -24.69

**J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
cinnamonitrile (in DMSO)
C9H7N*
 DMSO

E Param.: -24.60

*J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethyl cinnamate (in DMSO)
C11H12O2*
 DMSO

E Param.: -24.52

**J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethyl (E)-but-2-enoate (in DMSO)
C6H10O2*
 DMSO

E Param.: -23.59

**J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
N,N-dimethylprop-2-enamide (in DMSO)
C5H9NO*
 DMSO

E Param.: -23.54

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
(E)-4-phenylbut-3-en-2-one (in DMSO)
C10H10O*
 DMSO

E Param.: -23.01

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethyl 2-methylprop-2-enoate (in DMSO)
C6H10O2*
 DMSO

E Param.: -22.77

**J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
2-methylcyclopentenone
C6H8O*
 DMSO

E Param.: -22.10

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
cyclohexenone
C6H8O*
 DMSO

E Param.: -22.10

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
cycloheptenone
C7H10O*
 DMSO

E Param.: -22.00

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
dihydro-2H-pyran-2-one
C5H6O2*
 DMSO

E Param.: -21.80

**Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
furan-2(5H)-one
C4H4O2*
 DMSO

E Param.: -20.70

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
cyclopentenone
C5H6O*
 DMSO

E Param.: -20.60

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
tert-butyl prop-2-enoate (in DMSO)
C7H12O2*
 DMSO

E Param.: -20.22

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
3-methylenetetrahydropyran-2-one
C6H8O2*
 DMSO

E Param.: -19.50

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
diethyl maleate
C8H12O4*
 DMSO

E Param.: -19.49

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
3-methylenedihydrofuranone
C5H6O2*
 DMSO

E Param.: -19.40

***Chem. Sci. 2021, 12, 4850-4865
10.1039/D0SC06628A
(E)-1,3-diphenylprop-2-en-1-one (in DMSO)
C15H12O*
 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)
C10H9NO3*
 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)
C12H13NO3*
 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
C13H15NO3*
 DMSO

E Param.: -19.15

*J. Am. Chem. Soc. 2011, 133, 8240-8251
10.1021/ja200820m
ethyl prop-2-enoate (in DMSO)
C5H8O2*
 DMSO

E Param.: -19.07

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
acrylonitrile (in DMSO)
C3H3N*
 DMSO

E Param.: -19.05

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
methyl prop-2-enoate (in DMSO)
C4H6O2*
 DMSO

E Param.: -18.84

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
ethenylsulfonylbenzene (in DMSO)
C8H8O2S*
 DMSO

E Param.: -18.36

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
hex-3-yn-2-one
C6H8O*

E Param.: -17.90

-Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
diethyl fumarate
C8H12O4*
 DMSO

E Param.: -17.79

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
(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
(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
4-phenylbut-3-yn-2-one
C10H8O*

E Param.: -16.90

-Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
but-3-en-2-one (in DMSO)
C4H6O*
 DMSO

E Param.: -16.76

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
2-phenylethene-1-sulfonyl fluoride
C8H7FO2S*
 DMSO

E Param.: -16.63

***Angew. Chem. Int. Ed. 2016, 55, 12664-12667
10.1002/anie.201601875
butynone
C4H4O*

E Param.: -16.60

-Angew. Chem. Int. Ed. 2019, 58, 17704-17708
10.1002/anie.201909803
fumaronitrile
C4H2N2*
 DMSO

E Param.: -15.71

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
1-phenylprop-2-en-1-one (in DMSO)
C9H8O*
 DMSO

E Param.: -15.25

***J. Am. Chem. Soc. 2017, 139, 13318-13329
10.1021/jacs.7b05106
jul-indan-1,3-dione
C22H19NO2*

E Param.: -14.68

***Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
N-methyl maleimide
C5H7NO2*
 DMSO

E Param.: -14.07

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
jul Meldrum's acid
C19H21NO4*

E Param.: -13.97

***J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
julBBS
C19H21N3O3*

E Param.: -13.84

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
2-(p-(dimethylamino)benzylidene)-indan-1,3-dione
C18H15NO2*

E Param.: -13.56

***Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
p-(dimethylamino)benzylidenemalononitrile
C12H11N3*

E Param.: -13.30

***J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
dmaBBS
C15H17N3O3*

E Param.: -12.76

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
p-(dimethylamino)benzylidene Meldrum's acid
C15H17NO4*

E Param.: -12.76

***J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
ethenesulfonyl fluoride (ESF)
*
 DMSO

E Param.: -12.09

***Angew. Chem. Int. Ed. 2016, 55, 12664-12667
10.1002/anie.201601875
jul(S)BBS
C19H21N3O2S*

E Param.: -11.89

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
2-(p-methoxybenzylidene)-indan-1,3-dione
C17H12O3*

E Param.: -11.32

***Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
maleic anhydride
C4H4O3*
 DMSO

E Param.: -11.31

***Eur. J. Org. Chem. 2014, , 2956-2963
10.1002/ejoc.201301779
p-(methoxy)benzylidenemalononitrile
C11H8N2O*

E Param.: -10.80

***J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
dma(S)BBS
C15H17N3O2S*

E Param.: -10.73

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
aniBBS
C14H14N2O4*

E Param.: -10.37

***J. Org. Chem. 2007, 72, 9170-9180
10.1021/jo071273g
p-(methoxy)benzylidene Meldrum's acid
C14H14O5*

E Param.: -10.28

***J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s
2-benzylidene-indan-1,3-dione
C16H10O2*

E Param.: -10.11

***Org. Biomol. Chem. 2007, 5, 3020-3026
10.1039/b708025e
benzylidenemalononitrile
C10H6N2*

E Param.: -9.42

***J. Org. Chem. 2003, 68, 6880-6886
10.1021/jo0344182
benzylidene-Meldrum's acid
C13H12O4*

E Param.: -9.15

***J. Org. Chem. 2008, 73, 2738-2745
10.1021/jo702590s