Synlett 2023; 34(04): 301-313
DOI: 10.1055/a-1986-7969
synpacts
Special Edition Thieme Chemistry Journals Awardees 2022

Asymmetric Formal [3+2] Cycloaddition Reactions of 3-Isothio­cyanato Oxindoles: an Update

Fen Tan
a   Hubei Key Laboratory of Purification and Application of Plant Anti-cancer Active Ingredients, School of Chemistry and Life Sciences, Hubei University of Education, Wuhan, Hubei 430205, P. R. of China
,
Xiao-Yu He
b   College of Materials and Chemical Engineering, Key Laboratory of Inorganic Nonmetallic Crystalline and Energy Conversion Materials, China Three Gorges University, 8 Daxue Road, Yichang, Hubei 443002, P. R. of China
c   School of Pharmaceutical Sciences, Key Laboratory of Combinatorial Biosynthesis and Drug Discovery, Ministry of Education, Wuhan University, Wuhan 430071, P. R. of China
,
Qing-Qing Yang
b   College of Materials and Chemical Engineering, Key Laboratory of Inorganic Nonmetallic Crystalline and Energy Conversion Materials, China Three Gorges University, 8 Daxue Road, Yichang, Hubei 443002, P. R. of China
,
You-Quan Zou
c   School of Pharmaceutical Sciences, Key Laboratory of Combinatorial Biosynthesis and Drug Discovery, Ministry of Education, Wuhan University, Wuhan 430071, P. R. of China
d   TaiKang Center for Life and Medical Sciences, Wuhan University, Wuhan 430071, P. R. of China
› Institutsangaben
This work was supported by the Natural Science Foundation of Hubei Province (No. 2022CFB413), the National Natural Science Foundation of China (Nos. 21602052 and 21702121), the 111 Project (D20015), the start-up funding from Wuhan University (Nos. 691000002 and 600460026) and the TaiKang Center for Life and Medical Sciences, Wuhan University (No. 692000007).


Abstract

3-Isothiocyanato oxindoles are a class of important building blocks which have been widely used in the synthesis of structurally diverse enantioenriched spirooxindoles. In this short review, it is attempted to cover the recent synthetic aspects of 3-isothiocyanato oxindoles participated cascade cyclizations in the last few years (i.e., from 2017 to 2022), with an emphasis on formal [3+2] cycloaddition reactions.

1 Introduction

2 Organocatalyzed Formal [3+2] Cycloaddition of 3-Isothiocyanato Oxindoles

3 Lewis Acid Catalyzed Formal [3+2] Cycloaddition of 3-Isothiocyanato Oxindoles

4 Conclusions



Publikationsverlauf

Eingereicht: 16. November 2022

Angenommen nach Revision: 24. November 2022

Accepted Manuscript online:
24. November 2022

Artikel online veröffentlicht:
21. Dezember 2022

© 2022. Thieme. All rights reserved

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