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author:

Zhang, Yan (Zhang, Yan.) [1] | Cao, Yuan (Cao, Yuan.) [2] | Lu, Liushen (Lu, Liushen.) [3] | Zhang, Shiwei (Zhang, Shiwei.) [4] | Bao, Wenhao (Bao, Wenhao.) [5] | Huang, Shuping (Huang, Shuping.) [6] | Rao, Yijian (Rao, Yijian.) [7]

Indexed by:

EI

Abstract:

Nitrogen-containing heterocycles are especially considered 'privileged' structural scaffolds for the development of new drugs. However, traditional methods of organic synthesis are mainly based on thermal cycloaddition reaction; thus, the exploration of new strategies for the rapid assembly of N-heterocycles under mild conditions is highly desirable. Here, we developed a new method that visible light along with 1 mol % cercosporin, which is one of the perylenequinonoid pigments with excellent properties of photosensitization and can be easily produced by a new isolated endophytic fungus Cercospora sp. JNU001 strain with high yield through microbial fermentation, catalyzes the synthesis of 1,2,3-thiadiazoles and 1,4,5,6-tetrahydropyridazines by a photocatalytic process with good regioselectivity and broad functional-group compatibility under mild conditions. Thus, a bridge between microbial fermentation and organic photocatalysis for the construction of nitrogen-containing heterocycles was set up in a sustainable, environmentally friendly manner. © 2019 American Chemical Society.

Keyword:

Bridges Catalysis Cycloaddition Fermentation Nitrogen Regioselectivity Scaffolds

Community:

  • [ 1 ] [Zhang, Yan]School of Pharmaceutical Science, Ministry of Education, School of Biotechnology, Jiangnan University, Wuxi; 214122, China
  • [ 2 ] [Cao, Yuan]School of Pharmaceutical Science, Ministry of Education, School of Biotechnology, Jiangnan University, Wuxi; 214122, China
  • [ 3 ] [Lu, Liushen]Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Biotechnology, Jiangnan University, Wuxi; 214122, China
  • [ 4 ] [Zhang, Shiwei]School of Pharmaceutical Science, Ministry of Education, School of Biotechnology, Jiangnan University, Wuxi; 214122, China
  • [ 5 ] [Bao, Wenhao]Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Biotechnology, Jiangnan University, Wuxi; 214122, China
  • [ 6 ] [Huang, Shuping]College of Chemistry, Fuzhou University, Fuzhou, Fujian; 350108, China
  • [ 7 ] [Rao, Yijian]Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Biotechnology, Jiangnan University, Wuxi; 214122, China

Reprint 's Address:

  • [zhang, yan]school of pharmaceutical science, ministry of education, school of biotechnology, jiangnan university, wuxi; 214122, china

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Source :

Journal of Organic Chemistry

ISSN: 0022-3263

Year: 2019

Issue: 12

Volume: 84

Page: 7711-7721

4 . 3 3 5

JCR@2019

3 . 4 0 0

JCR@2023

ESI HC Threshold:184

JCR Journal Grade:1

CAS Journal Grade:2

Cited Count:

WoS CC Cited Count:

SCOPUS Cited Count: 43

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 0

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