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Iodine-Catalyzed Chemoselective C-N Bond-Forming Reactions Using Benzylic or Cinnamyl Alcohols with Heterocyclic Thiols and Thiones

Siddaraju, Yogesh and Prabhu, Kandikere Ramaiah (2018) Iodine-Catalyzed Chemoselective C-N Bond-Forming Reactions Using Benzylic or Cinnamyl Alcohols with Heterocyclic Thiols and Thiones. In: JOURNAL OF ORGANIC CHEMISTRY, 83 (18). pp. 11145-11153.

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Official URL: http://dx.doi.org/10.1021/acs.joc.8b01745

Abstract

A chemoselective formation of C-N bond catalyzed by iodine has been developed using heterocyclic thiols and thiones. The reaction occurs at the nitrogen center over the sulfur, leading to the amination against the traditional sulfenylation. A wide variety of allylic and benzylic alcohols serve as coupling partners. This method showed a good tolerance toward 1H-tetrazole-5-thiol, 5-methyl-1,3,4-thiadiazole-2-thiol, benzod]thiazole-2(3H)-thione, and benzod]oxazole-2(3H)-thione derivatives.

Item Type: Journal Article
Additional Information: Copy right for this article belong to AMER CHEMICAL SOC
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 17 Oct 2018 13:57
Last Modified: 17 Oct 2018 13:57
URI: http://eprints.iisc.ac.in/id/eprint/60900

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