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Issue 87, 2012
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Facile synthesis of 2-iodo-spiro[indene-1,1′-isobenzofuran]-3′-ones via iodine-promoted cascade cyclization

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Abstract

A novel and efficient synthetic approach to substituted 2-iodo-spiro[indene-1,1′-isobenzofuran]-3′-ones has been developed via an iodine-promoted cascade cyclization of 2-(3-hydroxy-3,3-diarylprop-1-yn-1-yl)benzoates. This sequential cascade process is concisely conducted at room temperature. Subsequent palladium-catalyzed Sonogashira, Suzuki, and Heck reactions of the resulting iodides proceed smoothly in good yields.

Graphical abstract: Facile synthesis of 2-iodo-spiro[indene-1,1′-isobenzofuran]-3′-ones via iodine-promoted cascade cyclization

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Article information


Submitted
12 Jun 2012
Accepted
13 Sep 2012
First published
14 Sep 2012

Chem. Commun., 2012,48, 10748-10750
Article type
Communication

Facile synthesis of 2-iodo-spiro[indene-1,1′-isobenzofuran]-3′-ones via iodine-promoted cascade cyclization

H. Zhu, X. Dong, L. Wang, M. Zhong, X. Liu and Y. Liang, Chem. Commun., 2012, 48, 10748
DOI: 10.1039/C2CC36127B

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