Synlett
DOI: 10.1055/s-0036-1588541
letter
© Georg Thieme Verlag Stuttgart · New York

Photoinduced Regioselective Lactonization of ortho-Iodobenzoic Acids with Alkenes: Synthesis of 3,4-Dihydroisocoumarin Derivatives

Xiao Zhang, Binbin Huang, Chao Yang*, Wujiong Xia*
  • State Key Lab of Urban Water Resource and Environment, Harbin Institute of Technology (Shenzhen), Shenzhen 518005, P. R. of China   Email: xyyang@hit.edu.cn   Email: xiawj@hit.edu.cn
We are grateful for financial support from China NSFC (Nos. 21372055, 21472030 and 21672047) and SKLUWRE (No. 2017DX03).
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Publication History

Received: 12 June 2017

Accepted after revision: 18 July 2017

Publication Date:
22 August 2017 (eFirst)

Abstract

A photoinduced strategy for the synthesis of a variety of 3,4-dihydroisocoumarins has been realized. The reactions proceeded from ortho-iodobenzoic acids and alkenes through a photodehalogenative lactonization with NaHCO3 as the only additive in dimethyl sulfoxide (DMSO) to provide the desired products in moderate to good yields. This method offers a simple, mild, and environmentally friendly route to 3,4-dihydroisocoumarin derivatives.

Supporting Information