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

Vankudoth Jayaram 1, 2 Tailor Sridhar 1, 2 Gangavaram V. M. Sharma 2, 1 Fabienne Berrée 3 Bertrand Carboni 3
1 Organic and Biomolecular Chemistry Division
IICT - CSIR Indian Institute of Chemical Technology
2 IICT - CSIR Indian Institute of Chemical Technology
3 ISCR - Institut des Sciences Chimiques de Rennes
Abstract : An efficient and straightforward synthesis of 1-amino-1H-indenes is reported from 1,2-bis(boronates) via a sequential Suzuki-Miyaura coupling/Petasis cyclization reaction. Starting from the same monoboronic ester intermediates, an intermolecular version of this approach also afforded (Z)-α,β-unsaturated amino esters in moderate to good yields.
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01470474
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Submitted on : Thursday, June 1, 2017 - 11:29:08 AM
Last modification on : Wednesday, January 13, 2021 - 3:12:42 AM

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Vankudoth Jayaram, Tailor Sridhar, Gangavaram V. M. Sharma, Fabienne Berrée, Bertrand Carboni. Synthesis of 1-Amino-1H-Indenes via a Sequential Suzuki-Miyaura Coupling/Petasis Condensation Sequence. Journal of Organic Chemistry, American Chemical Society, 2017, 82 (3), pp.1803-1811. ⟨10.1021/acs.joc.6b02549⟩. ⟨hal-01470474⟩

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