Synlett
DOI: 10.1055/s-0036-1590830
cluster
© Georg Thieme Verlag Stuttgart · New York

Rhodium-Catalyzed C–C Bond Olefination of Ring-Fused Benzocyclobutenols and Application in the Construction of Polycyclic Compounds

Wenbin Maoa, Chen Zhu*a, b
  • aKey Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu 215123, P. R. of China
  • bKey Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China   Email: chzhu@suda.edu.cn
C.Z. is grateful for financial support from Soochow University, the National Natural Science Foundation of China (Grant no. 21402134), the Natural Science Foundation of Jiangsu Province (Grant no. BK20140306), and the Priority Academic Program Development of ­Jiangsu Higher Education Institutions (PAPD).
Further Information

Publication History

Received: 25 May 2017

Accepted after revision: 14 June 2017

Publication Date:
14 July 2017 (eFirst)

Published as part of the Cluster C–C Activation

Abstract

A novel rhodium-catalyzed C–C bond olefination of ring-fused benzocyclobutenols with ethyl acrylate is described. A variety of versatile olefinated products were efficiently generated at room temperature and then readily converted into many useful polycyclic compounds by one-step processes. The reaction provides a practical C–C bond olefination method with high atom efficiency.

Supporting Information