Synthesis 2017; 49(24): 5357-5363
DOI: 10.1055/s-0036-1588566
paper
© Georg Thieme Verlag Stuttgart · New York

A Rh(III)-Catalyzed Cascade C–H Functionalization/C(sp3)–C(sp3) Formation/Cyclization Reaction for the Synthesis of Isoquinolinedione Derivatives

Peng Baia, Kenneth L. Huangb, Zhi-Zhen Huang*a
  • aDepartment of Chemistry, Zhejiang University, Hangzhou 310028, P. R. of China   Email: huangzhizhen@zju.edu.cn
  • bLakeside High School, 533 Blue Ridge Drive, Augusta, GA 30809, USA
Financial support from the National Natural Science Foundation of China (No. 21372195) is gratefully acknowledged.
Further Information

Publication History

Received: 03 August 2017

Accepted after revision: 18 August 2017

Publication Date:
25 September 2017 (eFirst)

Abstract

A cascade C–H functionalization/C(sp3)–C(sp3) formation/cyclization reaction of N-methoxybenzamides with diazomal­onates under rhodium(III) catalysis is developed for the efficient synthesis of isoquinolinedione derivatives. A plausible mechanism involving double migratory insertions of carbenes for the formation of C(sp2)–C(sp3) and C(sp3)–C(sp3) bonds by rhodium(III) catalysis is also proposed.

Supporting Information

 
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