Practical Metal- Free C( sp3)-H Functionalization: Construction of Structurally Diverse a- Substituted N- Benzyl and N-Allyl Carbamates

被引：118

作者：

Xie, Zhiyu ^{[1
]}

Liu, Lei ^{[1
]}

Chen, Wenfang ^{[1
]}

Zheng, Hongbo ^{[1
]}

Xu, Qingqing ^{[2
]}

Yuan, Huiqing ^{[2
]}

Lou, Hongxiang ^{[1
]}

机构：

[1] Shandong Univ, Sch Pharmaceut Sci, Minist Educ, Key Lab Chem Biol, Jinan 250012, Peoples R China

[2] Shandong Univ, Sch Med, Jinan 250012, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 15期

基金：

美国国家科学基金会;

关键词：

antitumor agents; organoboranes; CH functionalization; nitrogen heterocycles; synthetic methods; H BONDS ADJACENT; DEHYDROGENATIVE COUPLING REACTIONS; CATALYZED OXIDATIVE CYANATION; TERTIARY-AMINES; BORONIC ACIDS; STEREOSELECTIVE-SYNTHESIS; ANODIC CYANATION; HYDRIDE TRANSFER; SODIUM-CYANIDE; TETRAHYDROISOQUINOLINE;

D O I：

10.1002/anie.201310193

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Described is a practical and universal CH functionalization of readily removable N-benzyl and N-allyl carbamates, with a wide range of nucleophiles at ambient temperature promoted by Ph3CClO4. The metal-free reaction has an excellent functional-group tolerance, and displays a broad scope with respect to both N-carbamates and nucleophile partners (a variety of organoboranes and CH compounds). The synthetic utility in target- as well as diversity-oriented syntheses is demonstrated.

引用

页码：3904 / 3908

页数：5

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