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Cascade alkylarylation of substituted N-allylbenzamides for the construction of dihydroisoquinolin-1(2H)-ones and isoquinoline-1,3(2H,4H)-diones

Authors :
Jianlin Han
Bingnan Du
Ping Qian
Haibo Mei
Yi Pan
Wei Jiao
Source :
Beilstein Journal of Organic Chemistry, Vol 12, Iss 1, Pp 301-308 (2016), Beilstein Journal of Organic Chemistry
Publication Year :
2016
Publisher :
Beilstein Institut, 2016.

Abstract

An oxidative reaction for the synthesis of 4-alkyl-substituted dihydroisoquinolin-1(2H)-ones with N-allylbenzamide derivatives as starting materials has been developed. The radical alkylarylation reaction proceeds through a sequence of alkylation and intramolecular cyclization. The substituent on the C–C double bond was found to play a key role for the progress of the reaction to give the expected products with good chemical yields. Additionally, N-methacryloylbenzamides were also suitable substrates for the current reaction and provided the alkyl-substituted isoquinoline-1,3(2H,4H)-diones in good yield.

Details

ISSN :
18605397
Volume :
12
Database :
OpenAIRE
Journal :
Beilstein Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....b5181fb49d2512259765c4e9c5635913