An efficient sequential one-pot base mediated C-O and Pd-mediated C-C bond formation: Synthesis of functionalized cinnamates and isochromenes

Reddy, A G K and J, Krishna and G, Satyanarayana (2012) An efficient sequential one-pot base mediated C-O and Pd-mediated C-C bond formation: Synthesis of functionalized cinnamates and isochromenes. Tetrahedron Letters, 53 (42). pp. 5635-5640. ISSN 0040-4039

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Abstract

An efficient sequential one-pot intermolecular oxy-Michael addition and intermolecular Heck coupling for the synthesis of functionalized cinnamates is presented. Bulky tert-butyl acrylate was identified as a more suitable Michael acceptor for initial oxy-Michael addition, as it precludes the formation of undesired cross condensed ester. Most importantly, the present method was further divergently extended to the successful synthesis of isochromenes via a sequential one-pot O-allylation and subsequent intramolecular Heck cyclization

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IITH Creators:
IITH CreatorsORCiD
G, SatyanarayanaUNSPECIFIED
Item Type: Article
Uncontrolled Keywords: Cinnamates; Heck coupling; Isochromenes; Oxy-Michael addition; Pd-catalysis
Subjects: ?? sub5.8 ??
Divisions: Department of Chemistry
Depositing User: Team Library
Date Deposited: 07 Nov 2014 04:43
Last Modified: 24 Sep 2015 10:27
URI: http://raiith.iith.ac.in/id/eprint/634
Publisher URL: http://dx.doi.org/10.1016/j.tetlet.2012.08.023
OA policy: http://www.sherpa.ac.uk/romeo/issn/0040-4039/
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