Accessing 2‐(Chalcogen)benzothiazoles via Electrochemical Intermolecular Cyclization of Isocyanides with Thiols or Diselenides

Author:

Zhang Yi1,Mo Zu‐Yu1ORCID,Tang Xin‐Yu1,Tang Hai‐Tao1ORCID,Pan Ying‐Ming1ORCID,Yang Ke‐Di2,Huang Yong‐Lin3,He Mu‐Xue13ORCID

Affiliation:

1. Guangxi Key Laboratory of Drug Discovery and Optimization Guangxi Engineering Research Center for Pharmaceutical Molecular Screening and Druggability Evaluation Key Laboratory of Medical Biotechnology and Translational Medicine School of Pharmacy Guilin Medical University Guilin 541199 People's Republic of China

2. Medical College Guangxi University Nanning 530004 People's Republic of China

3. Guangxi Key Laboratory of Plant Functional Phytochemicals and Sustainable Utilization Guangxi Institute of Botany Guangxi Zhuang Autonomous Region and Chinese Academy of Sciences Guilin 541004 People's Republic of China

Abstract

Abstract2‐(chalcogen)benzothiazoles are frequently used as core structures for the development of pharmaceutical agents. A strategy for the synthesis of 2‐(chalcogen)benzothiazoles under electrooxidative conditions using isocyanides, thiols or diselenides as substrates was developed. This protocol allows access to structurally diverse 2‐(chalcogen)benzothiazoles in good yields and with good functional group tolerance, which does not require heavy metal catalysts and exogenous oxidants. Furthermore, gram‐scale synthesis was performed to demonstrate the scale‐up applicability of this reaction.

Funder

Natural Science Foundation of Guangxi Zhuang Autonomous Region

Publisher

Wiley

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