Issue 39, 2014

Synthesis of isoquinoline-1,3(2H,4H)-dione derivatives via cascade reactions of N-alkyl-N-methacryloyl benzamide with aryl aldehydes

Abstract

A cascade reaction between N-alkyl-N-methacryloylbenzamide and aryl aldehydes was developed to generate isoquinoline-1,3(2H,4H)-dione derivatives. The reaction involves oxidative cross-coupling of the activated alkene from the N-alkyl-N-methacryloylbenzamide with the aldehyde functional group (–CHO), followed by radical addition to the aromatic ring to afford isoquinoline-1,3(2H,4H)-dione derivatives in good yields under mild reaction conditions without either metal catalysts or organic solvents involved.

Graphical abstract: Synthesis of isoquinoline-1,3(2H,4H)-dione derivatives via cascade reactions of N-alkyl-N-methacryloyl benzamide with aryl aldehydes

Supplementary files

Article information

Article type
Communication
Submitted
09 Jul 2014
Accepted
01 Aug 2014
First published
04 Aug 2014

Org. Biomol. Chem., 2014,12, 7690-7693

Author version available

Synthesis of isoquinoline-1,3(2H,4H)-dione derivatives via cascade reactions of N-alkyl-N-methacryloyl benzamide with aryl aldehydes

W. Zhao, P. Xie, M. Zhang, B. Niu, Z. Bian, C. Pittman and A. Zhou, Org. Biomol. Chem., 2014, 12, 7690 DOI: 10.1039/C4OB01442A

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