Iodine-catalyzed diazo activation to access radical reactivity

被引：80

作者：

Li, Pan ^{[1
,2
]}

Zhao, Jingjing ^{[1
]}

Shi, Lijun ^{[1
]}

Wang, Jin ^{[2
]}

Shi, Xiaodong ^{[2
]}

Li, Fuwei ^{[1
]}

机构：

[1] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Gansu, Peoples R China

[2] Univ S Florida, Dept Chem, Tampa, FL 33620 USA

来源：

NATURE COMMUNICATIONS | 2018年 / 9卷

关键词：

H BOND FUNCTIONALIZATION; GOLD REDOX CATALYSIS; VISIBLE-LIGHT; PHOTOREDOX CATALYSIS; OXIDATIVE ANNULATION; SUBSTITUTED PYRROLES; CYCLOPROPANATION; ALKYNES; INSERTION; ENAMIDES;

D O I：

10.1038/s41467-018-04331-4

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

Transition-metal-catalyzed diazo activation is a classical way to generate metal carbene, which are valuable intermediates in synthetic organic chemistry. An alternative iodinecatalyzed diazo activation is disclosed herein under either photo-initiated or thermal-initiated conditions, which represents an approach to enable carbene radical reactivity. This metal-free diazo activation strategy were successfully applied into olefin cyclopropanation and epoxidation, and applying this method to pyrrole synthesis under thermal-initiated conditions further demonstrates the unique reactivity using this method over typical metal-catalyzed conditions.

引用

页数：9

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