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

Literature Information

Publication Date 2015-12-29
DOI 10.1039/C5QO00391A
Impact Factor 5.281
Authors

Fenggang Sun, Miao Li, Zhenhua Gu


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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.

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Organic Chemistry Frontiers
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