Synthesis of α-cyano sulfone via thermal rearrangement of 1,4-disubstituted triazole mediated by carbene and radical species
Literature Information
Publication Date
2020-01-15
DOI
10.1039/C9QO01340G
Impact Factor
5.281
Authors
Mengjie Cen, Qiaoyi Xiang, Yiwen Xu, Shengguo Duan, Yaohong Lv, Chuan-Ying Li
View Original
Abstract
A novel metal-free rearrangement of 4-substituted 1-sulfonyl-1,2,3-triazoles producing α-cyano sulfones in satisfactory yields is reported. A series of control experiments have been conducted. Carbene and radical species were proposed as the key intermediates and ketenimine was captured by an intramolecular reaction. This process is fundamentally different from that reported in the literature which produces the same product. Several fused multi-cycle compounds could be constructed efficiently.
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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
![(2S)-2-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-4-pentynoic acid structure](https://static.chemtradehub.com/structs/630/63039-48-5-b66d.webp "(2S)-2-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-4-pentynoic acid structure")
(2S)-2-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-4-pentynoic acid
CAS Number:
63039-48-5
Molecular Formula:
C10H15NO4
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