Directed ortho insertion (DoI): A new approach to functionalized aryl and heteroaryl zinc reagents

被引：79

作者：

Boudet, Nadege ^{[1
]}

Sase, Shohei ^{[1
]}

Sinha, Pradipta ^{[1
]}

Liu, Ching-Yuan ^{[1
]}

Krasovskiy, Arkady ^{[1
]}

Knochel, Paul ^{[1
]}

机构：

[1] Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2007年 / 129卷 / 41期

关键词：

D O I：

10.1021/ja074060h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A wide range of directing groups (ester, ketone, acetate, aryl sulfonate, triazene, carbamate) allow the regioselective directed ortho insertion (DoI) of zinc in the presence of LiCl leading to polyfunctional aryl and heteroaryl zinc reagents.

引用

页码：12358 / +

页数：3

共 36 条

[21] Deprotonative metalation using ate compounds: Synergy, synthesis, and structure building
Mulvey, Robert E.
Mongin, Florence
Uchiyama, Masanobu
Kondo, Yoshinori
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (21) : 3802 - 3824
[22] NEGISHI E, 1980, J AM CHEM SOC, V102, P3298, DOI 10.1021/ja00529a091
[23] PALLADIUM-CATALYZED OR NICKEL-CATALYZED CROSS COUPLING - A NEW SELECTIVE METHOD FOR CARBON CARBON BOND FORMATION
NEGISHI, EI
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1982, 15 (11) : 340 - 348
[24] Nicolaou KC, 1999, CHEM-EUR J, V5, P2584, DOI 10.1002/(SICI)1521-3765(19990903)5:9<2584::AID-CHEM2584>3.3.CO
[25] 2-2
[26] SYNTHESIS OF BETA-CHLORO, BETA-BROMO, AND BETA-IODO ALPHA,BETA-UNSATURATED KETONES
PIERS, E
GRIERSON, JR
LAU, CK
NAGAKURA, I
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1982, 60 (02): : 210 - 223
[27] REACTION OF BETA-DIKETONES WITH TRIPHENYLPHOSPHINE DIHALIDES - NEW, EFFICIENT SYNTHESIS OF CYCLIC BETA-CHLORO-ALPHA, BETA-BROMO-ALPHA AND BETA-IODO-ALPHA,BETA-UNSATURATED KETONES
PIERS, E
NAGAKURA, I
[J]. SYNTHETIC COMMUNICATIONS, 1975, 5 (03) : 193 - 199
[28] PREPARATION OF ORGANOMETALLIC COMPOUNDS FROM HIGHLY REACTIVE METAL POWDERS
RIEKE, RD
[J]. SCIENCE, 1989, 246 (4935) : 1260 - 1264
[29] Boron trifluoride induced palladium-catalyzed cross-coupling reaction of 1-aryltriazenes with areneboronic acids
Saeki, T
Son, EC
Tamao, K
[J]. ORGANIC LETTERS, 2004, 6 (04) : 617 - 619
[30] Preparation of polyfunctional arynes via 2-magnesiated diaryl sulfonates
Sapountzis, I
Lin, WW
Fischer, M
Knochel, P
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (33) : 4364 - 4366

← 1 2 3 4 →