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Title

Gold‐Catalyzed C(sp<sup>2</sup>)−C(sp) Coupling by Alkynylation through Oxidative Addition of Bromoalkynes.

Authors

Yang, Yangyang; Schießl, Jasmin; Zallouz, Sirine; Göker, Verena; Gross, Jürgen; Rudolph, Matthias; Rominger, Frank; Hashmi, A. Stephen K.

Abstract

A gold(I)‐catalyzed cascade cyclization–alkynylation of allenoates using alkynyl bromide to generate β‐alkynyl‐γ‐butenolides was investigated. Whereas alkynyl iodides afforded significant amounts of the homo‐coupling of two lactone units, alkynyl bromides led to a selective reaction, and a broad functional group tolerance was observed. Under the optimized reaction conditions, it was possible to directly synthesize a large range of β‐alkynyl‐γ‐butenolides in moderate to good yields without the need for any external oxidant.

Subjects

OXIDATIVE addition; FUNCTIONAL groups; IODIDES; BROMIDES; GOLD

Publication

Chemistry - A European Journal, 2019, Vol 25, Issue 41, p9624

ISSN

0947-6539

Publication type

Academic Journal

DOI

10.1002/chem.201902213

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