Cobalt(II)-Catalyzed Oxidative C-H Alkenylations: Regio- and Site-Selective Access to Isoindolin-1-one

被引：154

作者：

Ma, Wenbo ^{[1
]}

Ackermann, Lutz ^{[1
]}

机构：

[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

来源：

ACS CATALYSIS | 2015年 / 5卷 / 05期

基金：

欧洲研究理事会;

关键词：

C-H activation; alkenylation; cobalt; mechanism; oxidative annulation; CATALYZED DIRECT ARYLATION; BOND FORMATION; CARBON-HYDROGEN; HG2+ IONS; COBALT; PALLADIUM; ALKYNES; HYDROARYLATION; FUNCTIONALIZATIONS; FLUORESCENT;

D O I：

10.1021/acscatal.5b00322

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Isoindolinone derivatives were prepared in a step-economical fashion by a C-H/N-H functionalization process with a catalytic system composed of Co(OAc)(2) and Mn(OAc)(2) or AgOPiv. The oxidative annulation by benzamides occurred efficiently with differently substituted electron-deficient alkenes. Mechanistic studies were indicative of a kinetically relevant, carboxylate-assisted C-H cobaltation.

引用

页码：2822 / 2825

页数：4

共 50 条

[41] Regio- and Stereoselective Rhodium(II)-Catalyzed C-H Functionalization of Cyclobutanes (vol 6, pg 304, 2020)
Garlets, Zachary J.
Wertz, Benjamin D.
Liu, Wenbin
Voight, Eric A.
Davies, Huw M. L.
CHEM, 2020, 6 (02): : 538 - 538
[42] Regio- and stereocontrol elements in Rh(II)-catalyzed intramolecular C-H insertion of α-diazo-α-(phenylsulfonyl)acetamides
Yoon, CH
Zaworotko, MJ
Moulton, B
Jung, KW
ORGANIC LETTERS, 2001, 3 (22) : 3539 - 3542
[43] A Palladium(0)-Catalyzed C4 Site-Selective C-H Difluoroalkylation of Isoquinolin-1(2H)-Ones
Zhu, You-Quan
Hui, Li-Wen
Zhang, Shi-Bo
ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (08) : 2170 - 2176
[44] Expedient cobalt(II)-catalyzed site-selective C7-arylation of indolines with arylboronic acids
De, Pinaki Bhusan
Pradhan, Sourav
Banerjee, Sonbidya
Punniyamurthy, Tharmalingam
CHEMICAL COMMUNICATIONS, 2018, 54 (20) : 2494 - 2497
[45] Site-Selective Carbene-Induced C-H Functionalization Catalyzed by Dirhodium Tetrakis(triarylcyclopropanecarboxylate) Complexes
Liao, Kuangbiao
Liu, Wenbin
Niemeyer, Zachary L.
Ren, Zhi
Bacsa, John
Musaev, Djamaladdin G.
Sigman, Mathew S.
Davies, Huw M. L.
ACS CATALYSIS, 2018, 8 (01): : 678 - 682
[46] Unraveling innate substrate control in site-selective palladium-catalyzed C-H heterocycle functionalization
Choi, Hwanho
Min, Minsik
Peng, Qian
Kang, Dahye
Paton, Robert S.
Hong, Sungwoo
CHEMICAL SCIENCE, 2016, 7 (06) : 3900 - 3909
[47] Ruthenium-Catalyzed, Site-Selective C-H Allylation of Indoles with Allyl Alcohols as Coupling Partners
Kumar, Gangam Srikanth
Kapur, Manmohan
ORGANIC LETTERS, 2016, 18 (05) : 1112 - 1115
[48] Non-Heme-Type Ruthenium Catalyzed Chemo- and Site-Selective C-H Oxidation
Doiuchi, Daiki
Nakamura, Tatsuya
Hayashi, Hiroki
Uchida, Tatsuya
CHEMISTRY-AN ASIAN JOURNAL, 2020, 15 (06) : 762 - 765
[49] Manganese Catalyzed Site-Selective Hydroxymethylation to 2-Pyridones and Isoquinolones via C-H Activation
Rastogi, Anushka
Kumar, Mohit
Gangwar, Manoj Kumar
Koley, Dipankar
ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (18) : 3815 - 3821
[50] Rhodium(III)-Catalyzed Site-Selective C-H Alkylation and Arylation of Pyridones Using Organoboron Reagents
Peng, Panfeng
Wang, Jiang
Jiang, Hualiang
Liu, Hong
ORGANIC LETTERS, 2016, 18 (20) : 5376 - 5379

← 1 2 3 4 5 →