Rh(III)-Catalyzed C-H Annulation of Sulfoxonium Ylides and 1,3-Diynes: A Rapid Access to Alkynyl-1-Naphthol Derivatives

被引:2
|
作者
Kumar, Sanjeev [1 ]
Borkar, Vaishnavi [1 ]
Nunewar, Saiprasad [1 ]
Yadav, Shashank [1 ]
Kanchupalli, Vinaykumar [1 ]
机构
[1] Natl Inst Pharmaceut Educ & Res NIPER, Dept Proc Chem, Hyderabad 500037, Telangana, India
关键词
1; 3-diynes; 4+2]-annulations; Bisannulations; C-H Functionalizations; Sulfoxonium ylides; OXIDATIVE ANNULATION; ACTIVATION; 1-NAPHTHOLS; FUNCTIONALIZATION; ANTIBACTERIAL; INHIBITORS; NAPHTHOLS; CANCER;
D O I
10.1002/asia.202201201
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An effective redox-neutral strategy to synthesize aryl/alkynyl and alkyl/alkynyl substituted 1-naphthol derivatives has been efficaciously developed by Rh(III)-catalyzed [4+2]-annulation of sulfoxonium ylides and 1,3-diynes with excellent regio- and chemoselectivity. Subsequently, the same strategy was extended to furnish various unsymmetrical binaphthol motifs in one-pot manner. Interestingly, the TMS-derived 1,3-diyne predominantly delivered the 3-alkynyl-1-naphthol via desilylation pathway. The salient features such as traceless directing group, broad substrate scope, good functional group tolerance, and operationally simple conditions made the present protocol more valuable and appealing.
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页数:6
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