Facile access to thieno[2,3-b]thiophenes and poly-substituted thiophenes through divergent annulation of ketene 1,3-dithietanes
Literature Information
Publication Date
2023-11-28
DOI
10.1039/D3QO01941A
Impact Factor
5.281
Authors
You Wu, Shuqi Wang, Bo Peng, Jie Cen
View Original
Abstract
A Lewis acid-catalyzed tandem nucleophilic addition/C–S cleavage/intramolecular annulation of ketene 1,3-dithietanes with aldehydes and photo-induced cycloaddition of ketene 1,3-dithietanes with alkynes were developed in this work. The readily available ketene 1,3-dithietanes were demonstrated as promising sulfur-containing synthons for the facile construction of the thiophene ring. Moreover, these processes feature simple operation, good functional group tolerance and mild reaction conditions. Also, the possible mechanisms are proposed in this study.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
1-(3-Fluorophenyl)-1H-1,2,4-triazole-3-carboxylic acid
CAS Number:
1292369-51-7
Molecular Formula:
C9H6FN3O2
![4-Chloro-2-{[(2-chlorophenoxy)acetyl]amino}benzoic acid structure](https://static.chemtradehub.com/structs/351/351424-20-9-9467.webp "4-Chloro-2-{[(2-chlorophenoxy)acetyl]amino}benzoic acid structure")
4-Chloro-2-{[(2-chlorophenoxy)acetyl]amino}benzoic acid
CAS Number:
351424-20-9
Molecular Formula:
C15H11Cl2NO4
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