An unusual formation of diarylmethane scaffolds from 4-(halomethyl)cyclohex-2-enone derivatives

Kaki, R B and Khan, Faiz Ahmed (2015) An unusual formation of diarylmethane scaffolds from 4-(halomethyl)cyclohex-2-enone derivatives. Tetrahedron Letters, 56 (27). pp. 4067-4070. ISSN 0040-4039

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Abstract

A facile and efficient base promoted one-pot dimerization of halo cyclohexene derivatives leading to a de novo synthesis of biologically important diarylmethane and diarylmethanone derivatives is reported. A plausible mechanism for the unexpected formation of the title compounds involves dehydrohalogenation, 1,6-conjugate addition, subsequent aromatization through C–C bond cleavage and dehydrohalogenation.

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IITH Creators:	IITH Creators ORCiD Khan, Faiz Ahmed UNSPECIFIED
Item Type:	Article
Uncontrolled Keywords:	Diarylmethane; 1,6-Conjugate addition; α-Diketone; Grob-fragmentation; C–C bond cleavage
Subjects:	Chemistry > Analytical chemistry
Divisions:	Department of Chemistry
Depositing User:	Team Library
Date Deposited:	11 Aug 2015 11:16
Last Modified:	21 Sep 2017 06:53
URI:	http://raiithold.iith.ac.in/id/eprint/1848
Publisher URL:	https://doi.org/10.1016/j.tetlet.2015.04.128
OA policy:	http://www.sherpa.ac.uk/romeo/issn/0040-4039/
Related URLs:	Google Scholar

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