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Reductive insertion of sulfur dioxide for the synthesis of trifluoromethyl thiolsulphonates through a one-pot reaction of aniline and trifluoromethanesulfanylamide
Literature Information
Publication Date
2016-10-20
DOI
10.1039/C6QO00530F
Impact Factor
5.281
Authors
Jie Sheng, Yuewen Li, Guanyinsheng Qiu
View Original
Abstract
A bismuth(III) chloride-mediated one-pot reaction of anilines, sulfur dioxide, and trifluoromethanesulfanylamide is reported herein, leading to antifungal trifluoromethyl thiolsulphonates. This transformation employs N-aminomorphine as an additive and provides the final products in good yields with a broad functional group tolerance. It is believed that bismuth(III) chloride facilitates the formation of “CF3S+”, and N-aminomorphine plays a critical role in providing electrons to catalyse the cross-coupling of in situ generated aryldiazonium, sulfur dioxide and trifluoromethanesulfanylamide.
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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
(5Z,11alpha,13E,15R)-11,15-Dihydroxy-15-methyl-9-oxoprosta-5,13-dien-1-oic acid
CAS Number:
55028-70-1
Molecular Formula:
C21H34O5
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