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Issue 48, 2016
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Fluorinated alcohol-mediated [4 + 3] cycloaddition reaction of indolyl alcohols with cyclopentadiene

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Abstract

This paper describes an efficient [4 + 3] cycloaddition reaction of 3-indolylmethanols with cyclopentadiene in hexafluoroisopropanol (HFIP), which is catalyst-free and inexpensive, and offers mild reaction conditions, wide substrate scope and convenient workup. This methodology provides the first catalyst- and additive-free [4 + 3] cycloaddition reactions of indolyl alcohols, offering a green and efficient method for the synthesis of cyclohepta[b]indole derivatives.

Graphical abstract: Fluorinated alcohol-mediated [4 + 3] cycloaddition reaction of indolyl alcohols with cyclopentadiene

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Publication details

The article was received on 05 Sep 2016, accepted on 19 Nov 2016 and first published on 22 Nov 2016


Article type: Paper
DOI: 10.1039/C6OB01953F
Org. Biomol. Chem., 2016,14, 11510-11517

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    Fluorinated alcohol-mediated [4 + 3] cycloaddition reaction of indolyl alcohols with cyclopentadiene

    J. Liu, L. Wang, X. Wang, L. Xu, Z. Hao and J. Xiao, Org. Biomol. Chem., 2016, 14, 11510
    DOI: 10.1039/C6OB01953F

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