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由空气稳定的单配位前催化剂[DTBNpP]Pd(巴豆基)Cl促进的室温无铜Sonogashira反应

Room-Temperature, Copper-Free Sonogashira Reactions Facilitated by Air-Stable, Monoligated Precatalyst [DTBNpP] Pd(crotyl)Cl.

作者信息

Pohida Katherine, Maloney David J, Mott Bryan T, Rai Ganesha

机构信息

National Center for Advancing Translational Sciences, National Institutes of Health, 9800 Medical Center Drive, Rockville, Maryland 20850, United States.

出版信息

ACS Omega. 2018 Oct 10;3(10):12985-12998. doi: 10.1021/acsomega.8b01868. eCollection 2018 Oct 31.

Abstract

A novel application of [DTBNpP] Pd(crotyl)Cl (DTBNpP = di--butylneopentylphosphine) (), an air-stable, commercially available palladium precatalyst that allows rapid access to a monoligated state, has been identified for room-temperature, copper-free Sonogashira couplings of challenging aryl bromides and alkynes. The mild reaction conditions with TMP in dimethyl sulfoxide afford up to 97% yields, excellent functional group tolerability, and broad reaction compatibility with access to one-pot indole formation.

摘要

已发现[DTBNpP] Pd(巴豆基)Cl(DTBNpP = 二 - 丁基新戊基膦)()这种空气稳定、可商购的钯预催化剂的一种新应用,它能快速达到单配位状态,可用于具有挑战性的芳基溴化物与炔烃在室温下的无铜Sonogashira偶联反应。在二甲基亚砜中与TMP的温和反应条件下,产率高达97%,具有出色的官能团耐受性,并且在一锅法形成吲哚方面具有广泛的反应兼容性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b4f6/6644404/f37089eb2e23/ao-2018-01868w_0001.jpg

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