Relay Catalysis of Rh (II) and Cobaloxime: Stereoselective Synthesis of Spiroindanones from N-Sulfonyl-1,2,3-triazoles

被引:26
作者
Liu, Zhao [1 ]
Du, Qiuchen [1 ]
Zhai, Hongbin [1 ]
Li, Yun [1 ]
机构
[1] Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
基金
中国国家自然科学基金;
关键词
DIVERGENT SYNTHESIS; SUBSTITUTED INDANONES; 3+2 CYCLOADDITION; ACCESS; 1-SULFONYL-1,2,3-TRIAZOLES; TRANSANNULATION; 1,2,3-TRIAZOLES; TRANSFORMATIONS; CONSTRUCTION; FRAMEWORK;
D O I
10.1021/acs.orglett.8b03275
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel relay Rh (II)/cobaloxime (III) dual catalysis strategy has been developed for the stereoselective synthesis of indolyl spiroindanones from readily accessible N-sulfony1-1,2,3-triazoles. This binary-catalyst system enables an aza-vinyl carbene initiated Pictet-Spengler-type cyclization and sequential cobaloxime promoted intramolecular Mannich-type reaction cascade. The easily accessible reagents, high diastereoselectivity, and operational simplicity make this reaction a method of choice for the preparation of functionalized spiroindanones, which are difficult to access by other classic reactions in one step.
引用
收藏
页码:7514 / 7517
页数:4
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