N-Heterocyclic Carbene (NHC)-Catalyzed One-Pot Aerobic Oxidative Synthesis of 2-Substituted Benzo[d]oxazoles, Benzo[d]thiazoles and 1,2-Disubstituted Benzo[d]imidazoles

被引：17

作者：

Zhou, Quan ^{[1
]}

Liu, Shu ^{[2
]}

Ma, Ming ^{[2
]}

Cui, He-Zhen ^{[1
]}

Hong, Xi ^{[1
]}

Huang, Shuang ^{[1
]}

Zhang, Jing-Fan ^{[1
]}

Hou, Xiu-Feng ^{[1
]}

机构：

[1] Fudan Univ, Dept Chem, 220 Handan Rd, Shanghai 200433, Peoples R China

[2] Shanghai Entry Exit Inspect & Quarantine Bur, Tech Ctr Ind Product & Raw Mat Inspect & Testing, Shanghai 200135, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2018年 / 50卷 / 06期

基金：

美国国家科学基金会;

关键词：

N-heterocyclic carbene; organocatalysis; aerobic oxidation; cyclization; benzazoles; ACTIVATED PHOTOREDOX CATALYSIS; C-H ARYLATION; SCHIFFS BASES; BENZOXAZOLE DERIVATIVES; BENZIMIDAZOLE DERIVATIVES; SELECTIVE SYNTHESIS; ALZHEIMERS-DISEASE; POWERFUL CATALYST; COUPLING REACTION; ROOM-TEMPERATURE;

D O I：

10.1055/s-0036-1591524

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N- Heterocyclic carbene (NHC), generated in situ from easily available N- heterocyclic imidazolium salt with air as terminal oxidant, has successfully been utilized as a cheap and efficient catalyst for one-pot aerobic oxidative synthesis of 2-arylbenzo[d]oxazoles, 2-substituted benzo[d]thiazoles, and 1,2-disubstituted benzo[d]imidazoles.

引用

页码：1315 / 1322

页数：8

共 50 条

[1] 1,2-Disubstituted Hexahydro-1H-benzo[d]imidazoles: Synthesis, Characterization, and Stability
Tydlitat, Jiri
Bures, Filip
Kulhanek, Jiri
Ruzicka, Ales
SYNTHESIS-STUTTGART, 2010, (22): : 3934 - 3940
[2] A one-pot regioselective synthesis of benzo[d]imidazo[2,1-b]thiazoles
Zhang, Xinhai
Jia, Jiong
Ma, Chen
ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (39) : 7944 - 7948
[3] One pot synthesis of imidazo[2,1-b]thiazoles and benzo[d]thiazolo[3,2-a]imidazoles
Mir, Niyaz A.
Shah, Tariq A.
Ahmed, Sarfaraz
Muneer, M.
Rath, Nigam P.
Ahmad, Musheer
TETRAHEDRON LETTERS, 2014, 55 (10) : 1706 - 1710
[4] MICROWAVE-ASSISTED SYNTHESIS OF 2-SUBSTITUTED 1H-BENZO[d]IMIDAZOLES AND THEIR ANTIFUNGAL ACTIVITIES IN VITRO
Zhang, Tao
Huang, Liang-Zhu
Wu, Jia
Lu, Doug
Ma, Bo-Lin
Du, Zhen-Ting
HETEROCYCLES, 2013, 87 (07) : 1545 - +
[5] Copper-catalyzed one-pot coupling reactions of aldehydes (ketones), tosylhydrazide and 2-amino(benzo)thiazoles: An efficient strategy for the synthesis of N-alkylated (benzo)thiazoles
Xie, Zengyang
Chen, Ruijiao
Ma, Mingfang
Kong, Lingdong
Liu, Jun
Wang, Cunde
APPLIED ORGANOMETALLIC CHEMISTRY, 2019, 33 (10)
[6] Eco-friendly atom-economical synthesis of 2-substituted-benzo[d] thiazoles and 2-substituted-benzo[d]oxazoles using 2-acylpyridazin-3(2H)-ones
Sung, Gi Hyeon
Lee, In-Hye
Kim, Bo Ram
Shin, Dong-Soo
Kim, Jeum-Jong
Lee, Sang-Gyeong
Yoon, Yong-Jin
TETRAHEDRON, 2013, 69 (17) : 3530 - 3535
[7] Multicomponent one-pot synthesis of (dihydro-1H-benzo[d]imidazole) phosphonate
Castrejon-Flores, Jose Luis
Ernesto Guevara-Moreno, Oscar
Ricardo Diaz-Contreras, RaUl
Gutierrez-Carrillo, Atilano
Franco-Perez, Marco
Vanessa Suarez-Moreno, Galdina
Zamudio-Medina, Angel
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2019, 194 (11) : 1062 - 1066
[8] Mukaiyama reagent: An efficient reaction mediator for rapid synthesis of 1,2-disubstituted-1H-benzo[d]imidazoles
Tocco, Graziella
Laus, Antonio
Caboni, Pierluigi
TETRAHEDRON LETTERS, 2022, 104
[9] Catalyst-free one-pot regioselective synthesis of benzo[d]imidazo[2,1-b]thiazoles by heating or grinding
Meena, Kalawati
Saroha, Mohit
Khurana, Ishani
Malik, Amita
Rai, Pramod K.
Khurana, Jitender M.
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (11) : 3055 - 3064
[10] One-pot synthesis of 6H-benzo[b]benzo[4,5]imidazo[1,2-d][1,4]oxazines via a copper-catalyzed process
Huang, Aiping
Liu, Huanhuan
Ma, Chen
RSC ADVANCES, 2013, 3 (33): : 13976 - 13982

← 1 2 3 4 5 →