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Issue 14, 2018
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Synthesis of indoles from aroyloxycarbamates with alkynes via decarboxylation/cyclization

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Abstract

An efficient Pd-catalyzed decarboxylation/cyclization of aroyloxycarbamates to realize substituted indoles has been disclosed. Terminal alkynes as the coupling partners lead to site specific 2-substituted indoles through two pathways, while internal alkynes with aroyloxycarbamates can be transformed to 2,3-disubstituted indoles directly. This protocol is further demonstrated by the efficient synthesis of indoles as well as the success of employing inexpensive aryl acids as starting materials to construct C–N bonds by releasing CO2.

Graphical abstract: Synthesis of indoles from aroyloxycarbamates with alkynes via decarboxylation/cyclization

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Publication details

The article was received on 11 Jan 2018, accepted on 06 Mar 2018 and first published on 06 Mar 2018


Article type: Paper
DOI: 10.1039/C8OB00086G
Citation: Org. Biomol. Chem., 2018,16, 2421-2426
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    Synthesis of indoles from aroyloxycarbamates with alkynes via decarboxylation/cyclization

    N. Ma, P. Li, Z. Wang, Q. Dai and C. Hu, Org. Biomol. Chem., 2018, 16, 2421
    DOI: 10.1039/C8OB00086G

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