Synthesis of Aryl Trimethylstannane via BF3•OEt2-Mediated Cross-Coupling of Hexaalkyl Distannane Reagent with Aryl Triazene at Room Temperature

被引：26

作者：

Mao, Shuai ^{[1
]}

Chen, Zhengkai ^{[2
]}

Wang, Lu ^{[1
]}

Khadka, Daulat Bikram ^{[4
]}

Xin, Minhang ^{[1
]}

Li, Pengfei ^{[3
]}

Zhang, San-Qi ^{[1
]}

机构：

[1] Xi An Jiao Tong Univ, Sch Pharm, Dept Med Chem, Xian 710061, Shaanxi, Peoples R China

[2] Zhejiang Sci Tech Univ, Dept Chem, Hangzhou 310018, Zhejiang, Peoples R China

[3] Xi An Jiao Tong Univ, Frontier Inst Sci & Technol, Xian 710054, Shaanxi, Peoples R China

[4] Univ Michigan, Dept Med Chem, Coll Pharm, Ann Arbor, MI 48109 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 01期

基金：

中国博士后科学基金;

关键词：

METAL-FREE BORYLATION; INTRAMOLECULAR CYCLIZATION; MEDIATED FLUORINATION; 1-ARYLTRIAZENES; MECHANISMS; STANNANES; ARYLATION; VERSATILE; ARYLSTANNANES; ARYLTRIAZENES;

D O I：

10.1021/acs.joc.8b02766

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

BF3 center dot OEt2-mediated cross-coupling of (SnMe3)(2) with aryl triazene offers a new strategy for the synthesis of aryl stannane. A variety of synthetically useful aryl trimethylstannanes were produced in moderate to good yields with this metal-free approach. One-pot sequential Stille cross-coupling with different aryl bromides provides a short entry to both symmetrical and unsymmetrical biaryl compounds.

引用

页码：463 / 471

页数：9

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