Cyclization of Oxa-bicyclic Alkenes with Beta-iodo-(Z)-propenoates and O-iodobenzoate Catalyzed by Nickel Complexes: a Simple Efficient Route to Annulated Coumarins

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2003 Dec 5

PMID 14653703

Citations 3

Authors

Dinesh Kumar Rayabarapu

Paritosh Shukla

Chien-Hong Cheng

Affiliations

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Abstract

In the presence of Ni(dppe)Br(2) and Zn powder in acetonitrile at 80 degrees C, oxa-bicyclic olefins undergo cyclization with o-iodobenzoate and with beta-iodo-(Z)-propenoates to give the benzocoumarin derivatives in moderate to good yields. This methodology offers a simple efficient way for the synthesis of structurally complicate coumarins in one pot. [reaction: see text]

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