Gold-Catalyzed Conia-Ene Reaction of Malonate Derivatives Bearing An Alkyne Moiety by Using a Phosphine–Borane Ligand

IF 4 2区 化学 Q2 CHEMISTRY, APPLIED
Gen Onodera, Hiroki Shimizu, Rintaro Kuwahara, Kaishi Kawasaki, Norbert Krause, Tsutomu Fukuda, Masanari Kimura
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引用次数: 0

Abstract

A gold-catalyzed Conia-ene reaction of malonate derivatives is developed by using a phosphine–borane ligand. This catalyst system can be applicable not only for 5-exo-dig-mode cyclization reactions but also for 5-endo-dig-mode cyclizations. A variety of 2-(4-pentynyl)malonates and 2-(3-butynyl)malonates afford the corresponding cyclic compounds in moderate to high yields. The boryl enolate might be formed in situ and attacks intramolecularly an alkyne moiety, activated by a gold catalyst, is considered.

Abstract Image

用膦-硼烷配体催化含炔丙二酸酯衍生物的con_2 - ene反应
以膦硼烷为配体,制备了丙二酸盐衍生物的金催化con_2 -ene反应。该催化剂体系不仅适用于5-外双键环化反应,也适用于5-内双键环化反应。各种2-(4-戊基)丙二酸酯和2-(3-丁基)丙二酸酯可提供相应的中高收率环状化合物。硼烯酸酯可能在原位形成并攻击分子内的炔部分,被金催化剂激活。
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来源期刊
Advanced Synthesis & Catalysis
Advanced Synthesis & Catalysis 化学-应用化学
CiteScore
9.40
自引率
7.40%
发文量
447
审稿时长
1.8 months
期刊介绍: Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.
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