Straightforward regioselective construction of 3,4-dihydro-2H-1,4-thiazine by rhodium catalysed [3 + 3] cycloaddition of thiirane with 1-sulfonyl-1,2,3-triazole: a pronounced acid additive effect
Literature Information
Publication Date
2016-03-31
DOI
10.1039/C6QO00084C
Impact Factor
5.281
Authors
Xiao-Long Lu, Ya-Ting Liu, Qing-Xia Wang, Mei-Hua Shen, Hua-Dong Xu
View Original
Abstract
A rhodium catalyzed regioselective coupling of thiirane with 1-sulfonyl-1,2,3-triazole has been realized to give a formal [3 + 3] cycloaddition product 3,4-dihydro-2H-1,4-thiazine via the 1,3-insertion model of azavinyl carbene. An acetic acid additive is used to improve the reaction in terms of both yield and rate.
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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
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4-[(2-{2-[2-(2-Aminoethoxy)ethoxy]ethoxy}ethyl)amino]-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione
CAS Number:
2093416-31-8
Molecular Formula:
C21H28N4O7
1-(3-Fluorophenyl)-1H-1,2,4-triazole-3-carboxylic acid
CAS Number:
1292369-51-7
Molecular Formula:
C9H6FN3O2
![2-Methylbenzo[h]quinoline structure](https://static.chemtradehub.com/structs/605/605-88-9-ac43.webp "2-Methylbenzo[h]quinoline structure")
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