Catalytic divergent synthesis of imidazoles via reaction condition-dependent [3 + 2] cyclization of TosMIC

Zhao，Cheng1; Gu，Man Zhen1; Chen，Yi Yuan1; Hu，Xiao Wei1; Xu，Yi Bing1; Lin，Xiao Min1; Liu，Xin Ni1; Chen，Long4; Chen，Guo Shu1; Liu，Yun Lin1,2,3

2022

10.1039/d2ob01747d

ORGANIC & BIOMOLECULAR CHEMISTRY   Impact Factor & Quartile

1477-0520

1477-0539

A base-catalyzed divergent synthesis of multisubstituted imidazoles through TosMIC-based [3 + 2] cyclization reaction has been developed. In the presence of ketenimines and BuONa, 1,4,5-trisubstituted imidazoles were obtained. Nonetheless, in the absence of ketenimines, 1,4-disubstituted imidazole was produced through cyclodimerization of TosMIC.

SCI

English

Others

Natural Science Foundation of China[22171056] ; Young S&T Talent Training Program of Guangdong Provincial Association for ST(GDSTA), China[SKXRC202206] ; Yangcheng Scholars Research Project of Guangzhou[202235305] ; Featured Innovation Project of Guangdong University[2020KTSCX094] ; Guangdong Natural Science Foundation[2021A1515010072] ; Open Fund of Guangdong Provincial Key Laboratory of Catalysis[2020B121201002] ; Innovation Research for the Postgraduates of Guangzhou University[2021GDJC-M17] ; University (Institute) Joint Funding (High-level University) Basic Research Project["202102010397","202102010468"] ; Natural Science Foundation of Sichuan Province[2022NSFSC0625] ; project of State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medicial University[QJHKY[2022]389]

Chemistry

Chemistry, Organic

WOS:000877111200001

ROYAL SOC CHEMISTRY

CHEMISTRY

2-s2.0-85141774541

Scopus

1.School of Chemistry and Chemical Engineering,Guangzhou University,Guangzhou,230 Wai Huan Xi Road,51000,China
2.State Key Laboratory of Functions and Applications of Medicinal Plants,Guizhou Medical University,Guiyang,550014,China
3.Guangdong Provincial Key Laboratory of Catalysis,Southern University of Science and Technology,Shenzhen,518055,China
4.Sichuan Industrial Institute of Antibiotics,School of Pharmacy,Chengdu University,Chengdu,2025 Chengluo Avenue,610016,China

Zhao，Cheng,Gu，Man Zhen,Chen，Yi Yuan,et al. Catalytic divergent synthesis of imidazoles via reaction condition-dependent [3 + 2] cyclization of TosMIC[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2022.

Zhao，Cheng.,Gu，Man Zhen.,Chen，Yi Yuan.,Hu，Xiao Wei.,Xu，Yi Bing.,...&Liu，Yun Lin.(2022).Catalytic divergent synthesis of imidazoles via reaction condition-dependent [3 + 2] cyclization of TosMIC.ORGANIC & BIOMOLECULAR CHEMISTRY.

Zhao，Cheng,et al."Catalytic divergent synthesis of imidazoles via reaction condition-dependent [3 + 2] cyclization of TosMIC".ORGANIC & BIOMOLECULAR CHEMISTRY (2022).