Metal-free oxidative cross-coupling of diazirines with arylboronic acids

被引：13

作者：

Wu, Guojiao ^{[1
]}

Zhao, Xia ^{[1
,2
]}

Ji, Wenzhi ^{[1
]}

Zhang, Yan ^{[1
]}

Wang, Jianbo ^{[1
]}

机构：

[1] Peking Univ, BNLMS, Key Lab Bioorgan Chem & Mol Engn, Minist Educ,Coll Chem, Beijing 100871, Peoples R China

[2] Tianjin Normal Univ, Coll Chem, Tianjin Key Lab Struct & Performance Funct Mol, Tianjin 300387, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2016年 / 52卷 / 09期

关键词：

ALPHA-DIAZOCARBONYL COMPOUNDS; CARBENE MIGRATORY INSERTION; H BOND FUNCTIONALIZATION; ORGANOBORON COMPOUNDS; CATALYZED REACTIONS; BORONIC ACIDS; ARYL HALIDES; 1,1-DIARYLETHYLENES; TOSYLHYDRAZONES; SULFONYLHYDRAZONES;

D O I：

10.1039/c5cc08855k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report herein a metal-free cross-coupling of diazirines with arylboronic acids under oxidative conditions. The reaction affords a series of substituted olefins. It is proposed that the interaction between the nitrogen on diazirine with arylboronic acid plays a key role in this transformation.

引用

下载

页码：1961 / 1963

页数：3

共 50 条

[21] Expanding the oxidative chemistry of organocopper reagents: facile oxidative cross-coupling of copper acetylides with arylboronic acids
Verna, Florian
Guissart, Celine
Pous, Jonathan
Evano, Gwilherm
MONATSHEFTE FUR CHEMIE, 2013, 144 (04): : 523 - 529
[22] Expanding the oxidative chemistry of organocopper reagents: facile oxidative cross-coupling of copper acetylides with arylboronic acids
Florian Verna
Céline Guissart
Jonathan Pous
Gwilherm Evano
Monatshefte für Chemie - Chemical Monthly, 2013, 144 : 523 - 529
[23] Synthesis of Diarylmethanes via Metal-Free Reductive Cross-Coupling of Diarylborinic Acids with Tosyl Hydrazones
Li, Xijing
Feng, Yuanyuan
Lin, Lin
Zou, Gang
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (23): : 10991 - 10995
[24] Metal-Free Electrocatalytic Aerobic Hydroxylation of Arylboronic Acids
Luo, Jian
Hu, Bo
Sam, Alyssa
Liu, T. Leo
ORGANIC LETTERS, 2018, 20 (02) : 361 - 364
[25] Transition Metal-Free Oxidative Cross-Coupling Reaction of Activated Olefins with N-Alkyl Amides
Li, Miaomiao
Zheng, Lei
Ma, Li
Chen, Yunfeng
JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (05): : 3989 - 3998
[26] Direct N-acylation of azoles via a metal-free catalyzed oxidative cross-coupling strategy
Zhao, Jingjing
Li, Pan
Xia, Chungu
Li, Fuwei
CHEMICAL COMMUNICATIONS, 2014, 50 (36) : 4751 - 4754
[27] Cross-coupling of arenediazonium tetrafluoroborates with arylboronic acids catalysed by palladium
Darses, S
Jeffery, T
Genet, JP
Brayer, JL
Demoute, JP
TETRAHEDRON LETTERS, 1996, 37 (22) : 3857 - 3860
[28] Transition-Metal-Catalyst-Free Cross-Coupling Reaction of Secondary Propargylic Acetates with Alkenyl- and Arylboronic Acids
Ueda, Mitsuhiro
Nakakoji, Daiki
Morisaki, Takahiro
Ryu, Ilhyong
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (47) : 7040 - 7045
[29] Photoassisted Cross-Coupling Reaction of α-Chlorocarbonyl Compounds with Arylboronic Acids
Oku, Naoki
Murakami, Masahiro
Miura, Tomoya
ORGANIC LETTERS, 2022, 24 (08) : 1616 - 1619
[30] Metal-free acceptorless dehydrogenative cross-coupling of aldehydes/alcohols with alcohols
Yang, Xiaona
Guo, Yunfei
Tong, Hong'en
Liu, Rongfang
Zhou, Rong
GREEN CHEMISTRY, 2023, 25 (04) : 1672 - 1678

← 1 2 3 4 5 →