Acid-Mediated Intramolecular Cyclizations of (N-Aryl)-acetylenic Sulfonamides: Synthesis of Fused and Spirocyclic Sultams

被引:1
作者
Reddy, Chada Raji [1 ,2 ]
Rathaur, Anjali [1 ,2 ]
Sagar, Banoth Karuna [1 ,2 ]
机构
[1] CSIR Indian Inst Chem Technol IICT, Dept Organ Synth & Proc Chem, Hyderabad 500007, India
[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India
关键词
2,1-BENZOTHIAZINE 2,2-DIOXIDE; DERIVATIVES; INHIBITORS; SULFUR;
D O I
10.1021/acs.joc.4c01517
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, we report acid-mediated divergent annulations of (N-aryl)-alkynyl sulfonamides. The substituent at the para position of the N-aryl group determines two diverse reaction paths, leading to the selective assembly of benzo-fused sultams and spirocyclic sultams. This strategy provides a series of benzo/spiro-sultams with wide functional group compatibility and good to excellent yields under mild reaction conditions. Additionally, scale-up reaction and further transformations of the products were also carried out to demonstrate the utility of the protocol.
引用
收藏
页码:14120 / 14128
页数:9
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