e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Mobile keto allyl systems. 18. Synthesis and chemistry of N-substituted and N, N-disubstituted 2-benzoyl-1-amino-3-propenes

NH Cromwell, DS Soriano…

Index: Cromwell, Norman H.; Soriano, David S.; Doomes, Earl Journal of Organic Chemistry, 1980 , vol. 45, # 24 p. 4983 - 4985

Full Text: HTML

Citation Number: 6

Abstract

Introduction Primary allyl halides have been found to react with primary and secondary amines to yield mainly normal substitution produc However, certain functionalized primary allyl halides have been found in this laboratory to produce rearrangement-substitution products. Kinetic studies'” have shown these to be overall second-order reactions which we have described as sN2'processes. Amino ketones such as B (Scheme I) have been ...

tert-Butylamine Structure

tert-Butylamine

2-Propen-1-one,2-(4-morpholinylmethyl)-1-phenyl- Structure

2-Propen-1-one,...

~75%

2-(morpholin-4-ylmethyl)-1-phenyl-3-(tert-butylamino)propan-1-one Structure

2-(morpholin-4-...

formaldehyde-2-benzoyltrimethylene acetal Structure

formaldehyde-2-...

~%

2-(morpholin-4-ylmethyl)-1-phenyl-3-(tert-butylamino)propan-1-one Structure

2-(morpholin-4-...

1-phenyl-3-chloro-2-(chloromethyl)-1-propanone Structure

1-phenyl-3-chlo...

~%

2-(morpholin-4-ylmethyl)-1-phenyl-3-(tert-butylamino)propan-1-one Structure

2-(morpholin-4-...

Acetophenone Structure

~%

2-(morpholin-4-ylmethyl)-1-phenyl-3-(tert-butylamino)propan-1-one Structure

2-(morpholin-4-...

1-phenyl-3-chloro-2-(chloromethyl)-1-propanone Structure

1-phenyl-3-chlo...

tert-Butylamine Structure

tert-Butylamine

~90%

1-phenyl-3-(tert-butylamino)-2-[(tert-butylamino)methyl]propan-1-one Structure

1-phenyl-3-(ter...

formaldehyde-2-benzoyltrimethylene acetal Structure

formaldehyde-2-...

~%

1-phenyl-3-(tert-butylamino)-2-[(tert-butylamino)methyl]propan-1-one Structure

1-phenyl-3-(ter...

Acetophenone Structure

~%

1-phenyl-3-(tert-butylamino)-2-[(tert-butylamino)methyl]propan-1-one Structure

1-phenyl-3-(ter...

α-Chlormethylacrylophenon Structure

α-Chlormethylac...

tert-Butylamine Structure

tert-Butylamine

~%

2-Propen-1-one,2-[[(1,1-dimethylethyl)amino]methyl]-1-phenyl- Structure

2-Propen-1-one,...

formaldehyde-2-benzoyltrimethylene acetal Structure

formaldehyde-2-...

~%

2-Propen-1-one,2-[[(1,1-dimethylethyl)amino]methyl]-1-phenyl- Structure

2-Propen-1-one,...

1-phenyl-3-chloro-2-(chloromethyl)-1-propanone Structure

1-phenyl-3-chlo...

~%

2-Propen-1-one,2-[[(1,1-dimethylethyl)amino]methyl]-1-phenyl- Structure

2-Propen-1-one,...

Acetophenone Structure

~%

2-Propen-1-one,2-[[(1,1-dimethylethyl)amino]methyl]-1-phenyl- Structure

2-Propen-1-one,...

2-Benzoyl-3-(tert-butylamino)-2-propene Hydrochloride Structure

2-Benzoyl-3-(te...

~%

2-Propen-1-one,2-[[(1,1-dimethylethyl)amino]methyl]-1-phenyl- Structure

2-Propen-1-one,...

formaldehyde-2-benzoyltrimethylene acetal Structure

formaldehyde-2-...

~%

2-[(2-benzoylprop-2-enyl-tert-butyl-amino)methyl]-1-phenyl-prop-2-en-1-one Structure

2-[(2-benzoylpr...

1-phenyl-3-chloro-2-(chloromethyl)-1-propanone Structure

1-phenyl-3-chlo...

~%

2-[(2-benzoylprop-2-enyl-tert-butyl-amino)methyl]-1-phenyl-prop-2-en-1-one Structure

2-[(2-benzoylpr...

Acetophenone Structure

~%

2-[(2-benzoylprop-2-enyl-tert-butyl-amino)methyl]-1-phenyl-prop-2-en-1-one Structure

2-[(2-benzoylpr...

2-Benzoyl-3-(tert-butylamino)-2-propene Hydrochloride Structure

2-Benzoyl-3-(te...

~%

2-[(2-benzoylprop-2-enyl-tert-butyl-amino)methyl]-1-phenyl-prop-2-en-1-one Structure

2-[(2-benzoylpr...

α-Chlormethylacrylophenon Structure

α-Chlormethylac...

~%

2-[(2-benzoylprop-2-enyl-tert-butyl-amino)methyl]-1-phenyl-prop-2-en-1-one Structure

2-[(2-benzoylpr...

α-Chlormethylacrylophenon Structure

α-Chlormethylac...

2-Propen-1-one,2-[[(1,1-dimethylethyl)amino]methyl]-1-phenyl- Structure

2-Propen-1-one,...

~%

2-[(2-benzoylprop-2-enyl-tert-butyl-amino)methyl]-1-phenyl-prop-2-en-1-one Structure

2-[(2-benzoylpr...

formaldehyde-2-benzoyltrimethylene acetal Structure

formaldehyde-2-...

~%

2-Propen-1-one,2-(4-morpholinylmethyl)-1-phenyl- Structure

2-Propen-1-one,...

Acetophenone Structure

~%

2-Propen-1-one,2-(4-morpholinylmethyl)-1-phenyl- Structure

2-Propen-1-one,...