Synthesis of propargyl silanes from terminal alkynes via a migratory Sonogashira reaction

被引：3

作者：

Purins, Mikus ^{[1
]}

Eichenberger, Lucas ^{[1
]}

Waser, Jerome ^{[1
]}

机构：

[1] Ecole Polytech Fed Lausanne, Inst Chem Sci & Engn, Natl Ctr Competence Res NCCR Catalysis, Lab Catalysis & Organ Synth, CH-1015 Lausanne, Switzerland

来源：

CHEMICAL COMMUNICATIONS | 2023年 / 59卷 / 51期

基金：

瑞士国家科学基金会; 欧洲研究理事会;

关键词：

D O I：

10.1039/d3cc01847d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Herein we report a mild synthesis of propargyl silanes from terminal alkynes. We exploit a bromonaphthyl-substituted silane as a silylmethyl electrophile surrogate, which participates in a Sonogashira reaction after an aryl-to-alkyl Pd-migration. Twenty-seven propargyl silanes were obtained in up to 88% yield. The obtained products were versatile building blocks that can be used in addition to electrophiles, triple bond hydrogenation or silyl group cleavage with acid or fluoride sources.

引用

页码：7931 / 7934

页数：4

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