Pd-Catalyzed Photochemical Alkylative Functionalization of C=C and C=N Bonds

被引：11

作者：

Upreti, Ganesh Chandra ^{[1
]}

Singh, Tavinder ^{[1
]}

Khanna, Kirti ^{[1
]}

Singh, Anand ^{[1
,2
]}

机构：

[1] IIT Kanpur, Dept Chem, Kanpur 208016, Uttar Pradesh, India

[2] IIT Kanpur, Dept Sustainable Energy Engn, Kanpur 208016, Uttar Pradesh, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 07期

关键词：

HECK REACTION; HANTZSCH 1,4-DIHYDROPYRIDINES; RADICAL CYCLIZATION; CASCADE; HALIDES; COMPLEXES;

D O I：

10.1021/acs.joc.2c03028

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The development of excited-state palladium-catalyzed alkylative cyclization of acrylamides and the alkylation of quinoxalinones is described. The application of a variety of primary, secondary, and tertiary unactivated alkyl halides as alkyl radical precursors and the use of a simple catalyst system are the highlights of this reactivity manifold. The reactions exhibit wide scope, occur under mild conditions, and furnish the products in excellent yields.

引用

页码：4422 / 4433

页数：12

共 50 条

[1] Pd-Catalyzed Hydrogen-Transfer Reactions from Alcohols to C=C, C=O, and C=N Bonds
Muzart, Jacques
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (26) : 5693 - 5707
[2] Electrochemical Methods for Pd-catalyzed C-H Functionalization
Erchinger, Johannes E.
van Gemmeren, Manuel
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 10 (01) : 50 - 60
[3] Pd-Catalyzed Asymmetric Allylic C-H Functionalization
Wang, Pu-Sheng
Gong, Liu-Zhu
CHINESE JOURNAL OF CHEMISTRY, 2023, 41 (15): : 1841 - 1848
[4] Functionalization of Dodecaborates by Mild and Efficient Pd-Catalyzed Formation of B-C Bonds with Boronic Acids
Al-Joumhawy, Mahmoud K.
Chang, Jui-Chi
Assaf, Khaleel I.
Bassil, Bassem S.
Gabel, Detlef
CHEMISTRY-A EUROPEAN JOURNAL, 2023, 29 (67)
[5] Aromatic Trifluoromethylselenolation via Pd-catalyzed C-H functionalization
Grollier, Kevin
Chefdeville, Emmanuel
Jeanneau, Erwann
Billard, Thierry
CHEMISTRY-A EUROPEAN JOURNAL, 2021, 27 (50) : 12910 - 12916
[6] An Approach to Tetraphenylenes via Pd-Catalyzed C-H Functionalization
Jiang, Hang
Zhang, Yu
Chen, Dushen
Zhou, Bo
Zhang, Yanghui
ORGANIC LETTERS, 2016, 18 (09) : 2032 - 2035
[7] Pd-catalyzed selective addition of heteroaromatic C-H bonds to C-C triple bonds under mild conditions
Lu, WJ
Jia, CG
Kitamura, T
Fujiwara, Y
ORGANIC LETTERS, 2000, 2 (19) : 2927 - 2930
[8] Pd-Catalyzed Direct and Selective C-H Functionalization: C3-Acetoxylation of Indoles
Liu, Qiang
Li, Gang
Yi, Hong
Wu, Pan
Liu, Jie
Lei, Aiwen
CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (08) : 2353 - 2357
[9] Pd-Catalyzed C-3 functionalization of indolizines via C-H bond cleavage
Zhao, Baoli
ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (35) : 7108 - 7119
[10] Pd-Catalyzed C-H Bond Functionalization on the Indole and Pyrrole Nucleus
Beck, Elizabeth M.
Gaunt, Matthew J.
C-H ACTIVATION, 2010, 292 : 85 - 121

← 1 2 3 4 5 →