Ni-H-Catalyzed Regioselective Hydroalkylation of Terminal Alkynes with α-Bromo Phosphonates

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-05-29 DOI:10.1021/acs.orglett.5c01555

Huimin Yang, Niannian Li, Jiayan Jin, Yang Ye

引用次数: 0

Abstract

We present here a versatile and efficient Ni-H-catalyzed hydroalkylation reaction of terminal alkynes and α-bromo phosphonates with Markovnikov selectivity, yielding a range of allylic phosphate terminal alkenes. This reaction demonstrates a broad substrate scope and excellent functional group compatibility, including those with complex structural motifs found in natural products and pharmaceuticals. The practical applicability is demonstrated through gram-scale reactions and product transformations. In addition, the methodology is also applicable to the substrates of benzyl bromides and bromo amides.

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ni - h催化末端炔与α-溴膦酸盐的区域选择性氢烷基化反应

我们在这里提出了一个多功能和高效的ni - h催化末端炔烃和α-溴膦酸盐的马尔可夫尼科夫选择性氢烷基化反应，产生一系列烯丙基磷酸末端烯烃。该反应显示出广泛的底物范围和良好的官能团相容性，包括那些在天然产物和药物中发现的复杂结构基序。通过克级反应和产物转化证明了该方法的实用性。此外，该方法也适用于苄基溴和溴酰胺的底物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.