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Issue 3, 2016
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Pd/norbornene-catalyzed sequential ortho-C–H alkylation and ipso-alkynylation: a 1,1-dimethyl-2-alkynol strategy

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Abstract

A palladium/norbornene-catalyzed ortho-C–H alkylation and ipso-alkynylation reaction for the synthesis of 2-alkyl-1-alkynyl arenes was reported. By the use of 1,1-dimethyl-2-alkynols as alkynyl reagents, the side O-alkylation reaction was mostly inhibited, and the reactivity of the three components matched well. As a result, A- and B-type side-products could be substantially inhibited and good to excellent yields were achieved.

Graphical abstract: Pd/norbornene-catalyzed sequential ortho-C–H alkylation and ipso-alkynylation: a 1,1-dimethyl-2-alkynol strategy

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Supplementary files

Article information


Submitted
20 Nov 2015
Accepted
26 Dec 2015
First published
29 Dec 2015

Org. Chem. Front., 2016,3, 309-313
Article type
Research Article

Pd/norbornene-catalyzed sequential ortho-C–H alkylation and ipso-alkynylation: a 1,1-dimethyl-2-alkynol strategy

F. Sun, M. Li and Z. Gu, Org. Chem. Front., 2016, 3, 309
DOI: 10.1039/C5QO00391A

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