Issue 13, 2020

Metal-free [3+3] benzannulation of 1-indanylidene-malononitrile with Morita–Baylis–Hillman carbonates: direct access to functionalized fluorene and fluorenone derivatives

Abstract

An efficient [3+3] benzannulation of Morita–Baylis–Hillman carbonates with 1-indanylidenemalononitrile was achieved under metal-free reaction conditions selectively delivering a wide range of functional multi-substituted fluorene or fluorenone compounds in high yields, respectively (up to 86% yield). Moreover, experiments and quantum chemical calculations were also performed to study the mechanism of the transformation.

Graphical abstract: Metal-free [3+3] benzannulation of 1-indanylidene-malononitrile with Morita–Baylis–Hillman carbonates: direct access to functionalized fluorene and fluorenone derivatives

Associated articles

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Article information

Article type
Communication
Submitted
07 Jan 2020
Accepted
17 Jan 2020
First published
17 Jan 2020

Chem. Commun., 2020,56, 1948-1951

Metal-free [3+3] benzannulation of 1-indanylidene-malononitrile with Morita–Baylis–Hillman carbonates: direct access to functionalized fluorene and fluorenone derivatives

Y. Xie, R. Huang, R. Li, C. Zhang, J. Fu, L. Zhao and J. Yuan, Chem. Commun., 2020, 56, 1948 DOI: 10.1039/D0CC00143K

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