Rhodium-Catalyzed Transannulation of 1,2,3-Thiazoles with Alkynes for the Direct Synthesis of Thiochromenones

被引:6
作者
Pan, Jun [1 ]
Zhang, Ziyao [1 ]
Chen, Lili [1 ]
Jiao, Ning [1 ,2 ]
机构
[1] Peking Univ, Chem Biol Ctr, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Xue Yuan Rd 38, Beijing 100191, Peoples R China
[2] East China Normal Univ, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China
基金
国家重点研发计划;
关键词
Rh-catalysis; Transannulation; Thiadiazoles; Alkynes; Thiochromenones; PHOTOLABILE PROTECTING GROUP; CARBONYLATIVE SYNTHESIS; CO; 1,2,3-THIADIAZOLES; FUNCTIONALIZATION; THIOFLAVONE; ACTIVATION; CHEMISTRY; DERIVATIVES; INHIBITORS;
D O I
10.1002/cjoc.202200603
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Comprehensive Summary A rhodium-catalyzed denitrogenative carbonylation of 1,2,3-thiadiazole with alkynes to construct (benzo)thiochromenones is developed. Both terminal and internal alkynes were compatible in this [3+2+1] cycloaddition, affording a broad range of poly-substituted thiochromenones. Unsymmetrical alkyne substrates exhibited good regioselectivity. It is noteworthy that the present strategy could be used to construct both monocyclic and benzo-thiochromenones, and it is a novel example of denitrogenative transannulation with CO insertion.
引用
收藏
页码:509 / 513
页数:5
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