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[2 + 3] Annulative Coupling of Tetrahydroisoquinolines with Aryliodonio diazo compounds To Access 1,2,4-Triazolo[3,4-a]isoquinolines
Organic Letters ( IF 4.9 ) Pub Date : 2022-08-04 , DOI: 10.1021/acs.orglett.2c02442
Monish Arbaz Ansari 1 , Shahnawaz Khan 1 , Subhasish Ray 1 , Gaurav Shukla 1 , Maya Shankar Singh 1
Affiliation  

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 α-C1(sp3)–H difunctionalization of THIQ.

中文翻译:

[2 + 3] 四氢异喹啉与 Aryliodonio 重氮化合物的环状偶联以获得 1,2,4-三唑并[3,4-a]异喹啉

碱促进 1,2,3,4-四氢异喹啉 (THIQ) 与高价碘 (III) 物种芳基碘酮重氮化合物的一锅环耦合已被设计用于直接构建 1,2,4-三唑并[3,4- a ]异喹啉衍生物在室温下首次在露天。该方法涉及通过 THIQ 的 N-H 和 α-C1(sp 3 )-H 双官能化,使亲核 THIQ 与亲电子芳基碘酮重氮化合物发生 [2 + 3] 级联环化。
更新日期:2022-08-04
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