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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 48, 2018 - Issue 14
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Synthetic Communications Review

Generation of 4-iodoisocoumarins through a TBAI-mediated oxidative cyclization of 2-alkynoates

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Pages 1786-1792 | Received 16 Nov 2017, Published online: 11 Jun 2018
 

Abstract

A tetra-butylammonium iodide (TBAI)-mediated oxidative iodocyclization of 2-alkynoates for the synthesis of various 4-iodoisocoumarin is described herein, and the reaction is highly efficient and shows broad functional group tolerance. This newly developed reaction uses a mixture of water and DCE as co-solvent, and avoids the use of iodine as iodine source for the electrophilic halocyclization.

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Funding

We thank the Natural Science Foundation of Jiangxi Province in China [No. 20161BAB213072] and the Scientific Research Fund of Jiangxi Provincial Education Department in China [No. GJJ150326] for their financial support.

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