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Synthesis of 1-Amino-1H-Indenes via a Sequential Suzuki-Miyaura Coupling/Petasis Condensation Sequence

Vankudoth Jayaram, Tailor Sridhar, Gangavaram V. M. Sharma* , Fabienne Berrée and Bertrand Carboni*

*CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 006, India; CNRS-Université de Rennes 1, Campus de Beaulieu, 35042 Rennes Cedex, France, Email: esmveeiict.res.in, bertrand.carboniuniv-rennes1.fr

V. Jayaram, T. Sridhar, G. V. M. Sharma, F. Berrée, B. Carboni, J. Org. Chem., 2017, 82, 1803-1811.

DOI: 10.1021/acs.joc.6b02549 (free Supporting Information)



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Abstract

An efficient and straightforward synthesis provides 1-amino-1H-indenes from 1,2-bis(boronates) via a Suzuki-Miyaura coupling/Petasis reaction sequence. Starting from the same monoboronic ester intermediates, an intermolecular version of this reaction afforded (Z)-α,β-unsaturated amino esters in moderate yields.

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Key Words

indenes, Petasis Reaction


ID: J42-Y2017