Palladium-Catalyzed Oxidative Cross-Coupling Reaction of Arylboronic Acids with Diazoesters for Stereoselective Synthesis of (E)-α,β-Diarylacrylates

被引：70

作者：

Tsoi, Yuk-Tai

Zhou, Zhongyuan

Chan, Albert S. C.

Yu, Wing-Yiu ^{[1
]}

机构：

[1] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, State Key Lab Chiosci, Kowloon, Hong Kong, Peoples R China

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 20期

关键词：

ALPHA-DIAZOCARBONYL COMPOUNDS; CARBENE INSERTION; BIOLOGICAL EVALUATION; ARYLATION;

D O I：

10.1021/ol101796t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Pd-catalyzed oxidative cross-coupling reaction of arylboronic acids with alpha-diazoesters was achieved using molecular oxygen as the sole reoxidant, and E-alpha,beta-diarylacrylates were obtained in good yields and >20 1 E-to-Z selectivity

引用

页码：4506 / 4509

页数：4

共 50 条

[21] Palladium-catalyzed oxidative cross-coupling for the synthesis of α-amino ketones
Wei, Xiao-Hong
Li, Zhen-Hua
Zhao, Lian-Biao
Zhang, Ping
Zhou, Han-Cheng
Wang, Yan-Bin
RSC ADVANCES, 2019, 9 (55) : 32081 - 32084
[22] Palladium-Catalyzed Oxidative Cross-Coupling of Conjugated Enynones with Organoboronic Acids
Xia, Ying
Ge, Rui
Chen, Li
Liu, Zhen
Xiao, Qing
Zhang, Yan
Wang, Jianbo
JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (16): : 7856 - 7864
[23] Stereoselective synthesis of 1,3-enynyl tellurides by palladium-catalyzed cross-coupling reaction
Huang, X
Wang, YP
SYNTHETIC COMMUNICATIONS, 1996, 26 (16) : 3087 - 3090
[24] Synthesis of α-(fluorophenyl)pyridine by palladium-catalyzed cross-coupling reaction
Xu Mao-Liang
An Zhong-Wei
Wang Ge-Yang
Zhou Rui
Du Wei-Song
CHINESE JOURNAL OF CHEMISTRY, 2008, 26 (06) : 1101 - 1104
[25] Stereospecific synthesis of chalcogenoenynes by palladium-catalyzed cross-coupling reaction
Zeni, G
Nogueira, CW
Pena, JM
Pilissao, C
Menezes, PH
Braga, AL
Rocha, JBT
SYNLETT, 2003, (04) : 579 - 581
[26] Facile synthesis of substituted alkynes by nano-palladium catalyzed oxidative cross-coupling reaction of arylboronic acids with terminal alkynes
Nie, Xiaopeng
Liu, Suli
Zong, Yan
Sun, Peipei
Bao, Jianchun
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2011, 696 (08) : 1570 - 1573
[27] Palladium-catalyzed cross-coupling reaction of cyclopropylboronic acids with aryl triflates
Yao, ML
Deng, MZ
SYNTHESIS-STUTTGART, 2000, (08): : 1095 - 1100
[28] Palladium-catalyzed cross-coupling reactions of arylboronic acids and 2-I-p-carborane
Eriksson, L
Beletskaya, IP
Bregadze, VI
Sivaev, IB
Sjöberg, S
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 657 (1-2) : 267 - 272
[29] Palladium-Catalyzed Aerobic Oxidative Coupling of Acyl Chlorides with Arylboronic Acids
Chen, Jiuxi
Peng, Yong
Liu, Miaochang
Ding, Jinchang
Su, Weike
Wu, Huayue
ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (11-12) : 2117 - 2122
[30] PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ARYLBORONIC ACIDS WITH PI-DEFICIENT HETEROARYL CHLORIDES
ALI, NM
MCKILLOP, A
MITCHELL, MB
REBELO, RA
WALLBANK, PJ
TETRAHEDRON, 1992, 48 (37) : 8117 - 8126

← 1 2 3 4 5 →