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
2 IICT - CSIR Indian Institute of Chemical Technology
3 ISCR - Institut des Sciences Chimiques de Rennes

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.

Domaines: Chimie; Chimie organique

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, 2017, 82 (3), pp.1803-1811. ⟨10.1021/acs.joc.6b02549⟩. ⟨hal-01470474⟩