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

[31] SYNTHESIS AND BIOLOGICAL ACTIVITY OF 2-{2′-[4"-SUBSTITUTED PHENYL]-2′-METHYLTHIAZOLIDINE-4-ONE-3-YLAMINO}-1H-BENZO [d] IMIDAZOLES
Sharma, Nidhi
Pathak, Devender
INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2011, 21 (02) : 143 - 146
[32] SYNTHESIS OF NEW 2-6 BIS SUBSTITUTED GLYCYL AND PHENOXY ACETYL BENZO[1,2-D-4, 5-D] BISOXAZOLE
ELMAGHRABY, MA
ABBADY, MA
JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1978, 55 (01) : 44 - 47
[33] Synthesis, Characterization and Antimicrobial Evaluation of Transition Metal Complexes of Monodentate 2-(Substituted Phenyl)-1H-benzo[d]imidazoles
Maru, Minaxi S.
Shah, Manish K.
CHIANG MAI JOURNAL OF SCIENCE, 2015, 42 (01): : 216 - 227
[34] One-pot synthesis of 1,2-diphenyl-1H-benzo[d]imidazole derivatives by a Pd-catalyzed N-arylation and Cu-catalyzed C-H functionalization/C-N bond formation process
Sun, Manman
Chen, Chenhui
Bao, Weiliang
RSC ADVANCES, 2014, 4 (88) : 47373 - 47376
[35] Zinc Chloride Catalyzed, Dipolar Aprotic Solvent-Mediated, One-Pot Synthesis of 2-[(Benzo[d]thiazol-2-ylamino)(phenyl)methyl] phenols
Cherkadu, Vandana
Kalavagunta, Praveen Kumar
Ravirala, Narender
Shivananju, Nanjunda Swamy
Priya, Babu Shubha
SYNLETT, 2016, 27 (20) : 2795 - 2798
[36] Efficient and stereoselective one-pot synthesis of benzo[b]oxazolo[3,4-d][1,4]oxazin-1-ones
Zhao, Hongyi
Zhao, Wenting
Cheng, Shihao
Lu, Haijia
Zhang, Dongfeng
Huang, Haihong
RSC ADVANCES, 2020, 10 (40) : 24037 - 24044
[37] Au(I)-N-heterocyclic carbene complex-catalyzed synthesis of 1-substituted benzo[b][1,4]diazepines from N-substituted o-phenylenediamines and terminal alkynes
Guo, Pei
Zeng, Xiaoming
Chen, Si
Luo, Meiming
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2014, 751 : 438 - 442
[38] SYNTHESIS AND PHARMACOLOGICAL PROPERTIES OF 2-NITRO-3-SUBSTITUTED-AMINO BENZO[B]THIOPHENES AND 1-SUBSTITUTED BENZOTHIENO[2,3-D]IMIDAZOLES
GUERRERA, F
SALERNO, L
SIRACUSA, MA
RONSISVALLE, G
CARUSO, A
LEONE, MG
FELICE, A
FARMACO, 1990, 45 (01): : 29 - 38
[39] Synthesis of bioactive 2-(2-(difluoromethoxy)aryl)benzo[d]thiazole derivatives via base-promoted one-pot process
Zeng, Huiping
Luo, Puying
Luo, Manling
Ding, Hao
Ding, Qiuping
TETRAHEDRON, 2019, 75 (35)
[40] AN EFFICIENT APPROACH FOR THE ONE-POT SYNTHESIS OF ETHYL 4-OXO-4H-BENZO[d][1,3]OXAZINE-2-CARBOXYLATES
Nikpour, Farzad
Sharafi-Kolkeshvandi, Mahnaz
Bahmani, Asrin
HETEROCYCLES, 2011, 83 (11) : 2597 - 2600

← 1 2 3 4 5 →