[2+3] Annulative Coupling of Tetrahydroisoquinolines with Aryliodonio diazo compounds To Access 1,2,4-Triazolo[3,4-a]isoquinolines

被引:11
作者
Ansari, Monish Arbaz [1 ]
Khan, Shahnawaz [1 ]
Ray, Subhasish [1 ]
Shukla, Gaurav [1 ]
Singh, Maya Shankar [1 ]
机构
[1] Banaras Hindu Univ, Inst Sci, Dept Chem, Varanasi 221005, India
关键词
CATALYZED OXY-ALKYNYLATION; H BOND FUNCTIONALIZATION; SILYL ENOL ETHERS; HYPERVALENT IODINE(III); CONCISE SYNTHESIS; CHEMISTRY; ISOQUINOLINE; DERIVATIVES; ALKALOIDS; ARYLATION;
D O I
10.1021/acs.orglett.2c02442
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Base promoted one-pot annulative coupling of 1,2,3,4-tetrahydroisoquinolines (THIQs) with hypervalent iodine(III) species aryliodonio diazo compounds has been devised for the direct construction of 1,2,4-triazolo[3,4-a]isoquinoline derivatives at room temperature in open air for the first time. This approach involves [2 + 3] cascade annulation of nucleophilic THIQ with an electrophilic aryliodonio diazo compound via N-H and alpha-C1(sp3)-H difunction-alization of THIQ.
引用
收藏
页码:6078 / 6082
页数:5
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