Metal-Free Domino One-pot Decarboxylative-Cyclization of Cinnamic Acid Esters: Synthesis of Functionalized Indanes.

Alavala, G K R and G, Satyanarayana (2016) Metal-Free Domino One-pot Decarboxylative-Cyclization of Cinnamic Acid Esters: Synthesis of Functionalized Indanes. The Journal of Organic Chemistry, 81 (24). pp. 12212-12222. ISSN 0022-3263

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Abstract

Trifluoroacetic acid promoted unprecedented domino reaction for the synthesis of diverse indanes starting from simple cinnamic acid esters is described. Their formation can be explained via acid triggered decarboxylation of cinnamic acid esters and subsequent inter-/intra-molecular cyclization. Overall process involves in the intramolecular cleavage of two sigma-bonds (C-O and C-C) and inter-/intra-molecular construction of two/one C-C sigma-bond(s). Significantly, this protocol was successful without the aid of any metal salts.

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IITH Creators:
IITH CreatorsORCiD
G, SatyanarayanaUNSPECIFIED
Item Type: Article
Uncontrolled Keywords: C Bond Formation; Aerobic Oxidative Decarboxylation; Alpha-Amino-Acids; Facile Synthesis; Carboxylic-Acids; Construction; Derivatives; Indanones; Phenanthridines; Lactones
Subjects: Chemistry > Organic chemistry
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Divisions: Department of Chemistry
Depositing User: Team Library
Date Deposited: 22 Nov 2016 07:16
Last Modified: 16 Jan 2017 05:44
URI: http://raiithold.iith.ac.in/id/eprint/2887
Publisher URL: http://dx.doi.org/10.1021/acs.joc.6b02015
OA policy: http://www.sherpa.ac.uk/romeo/issn/0022-3263/
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