Synthesis of 2‑Boryl Allylboronates by a Bimetallic Platinum/Zinc-Promoted Diborylation of Propargylic Amines

Author:

Zhuo Chun-Xiang12,Shi Xiao-Nan1,Wang Jia-Le1,Wu Jiang-Bin1

Affiliation:

1. State Key Laboratory of Physical Chemistry of Solid Surfaces, Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering, Xiamen University

2. Shenzhen Research Institute of Xiamen University

Abstract

Abstract2‑Boryl allylboronates, which contain both a C(sp2)–B bond and a C(sp3)–B bond, are attractive synthetic intermediates due to their diverse reactivity profiles toward a wide range of organic transformations. We report a facile approach to (Z)-2‑boryl allylboronates through a Pt/Zn-promoted diborylation reaction of readily available propargylic amines. An array of valuable (Z)-2‑boryl allylboronates were obtained in up to 73% yield in the presence of 2.5 mol% of Pt(PPh3)4 and 50 mol% of ZnBr2.

Funder

Fundamental Research Funds for the Central Universities

Guangdong Basic and Applied Basic Research Foundation

National Natural Science Foundation of China

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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