Thionyl chloride mediated dehydroxylation of 3-hydroxyindanones to indenones

Chanda, Tanmoy ; Chowdhury, Sushobhan ; Koley, Suvajit ; Anand, Namrata ; Singh, Maya Shankar (2015) Thionyl chloride mediated dehydroxylation of 3-hydroxyindanones to indenones Tetrahedron Letters, 56 (31). pp. 4603-4606. ISSN 0040-4039

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Official URL: http://doi.org/10.1016/j.tetlet.2015.05.112

Related URL: http://dx.doi.org/10.1016/j.tetlet.2015.05.112

Abstract

Quantitative transformation of 3-hydroxyindanones to indenones was achieved via SOCl2 mediated dehydroxylation for the first time. Failure of both acid and base mediated dehydration of 3-hydroxyindanones encouraged us to devise a new protocol involving activation followed by elimination of the hydroxyl group. Thionyl chloride efficiently served the purpose and afforded the desired indenones in excellent yields.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
ID Code:119615
Deposited On:15 Jun 2021 06:34
Last Modified:15 Jun 2021 06:34

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