Cu-catalysed diversity-oriented synthesis of isoxazole and imidazo[1,2-a] azine conjugates

被引：5

作者：

Singh, Dharmender ^{[1
,2
]}

Sharma, Shubham ^{[1
,3
]}

Thakur, Rahul Kumar ^{[1
]}

Vaishali ^{[1
]}

Nain, Shivani ^{[4
]}

Jyoti ^{[5
]}

Malakar, Chandi C. ^{[6
]}

Singh, Virender ^{[5
]}

机构：

[1] Dr BR Ambedkar Natl Inst Technol NIT, Dept Chem, Jalandhar 144008, Punjab, India

[2] CRCL, New Delhi 110012, India

[3] GLA Univ, Dept Chem, Mathura 281406, Uttar Pradesh, India

[4] Birla Inst Technol & Sci Pilani, Pilani 333031, Rajasthan, India

[5] Cent Univ Punjab, Dept Chem, Bathinda 151401, Punjab, India

[6] Natl Inst Technol Manipur, Dept Chem, Imphal 795004, India

来源：

TETRAHEDRON | 2024年 / 152卷

关键词：

Multicomponent reaction; Lewis acid; Imidazopyridines; Copper triflate; GBB reaction; BLACKBURN-BIENAYME REACTION; DERIVATIVES; HETEROCYCLES; CHEMISTRY; RADICALS; SCAFFOLD;

D O I：

10.1016/j.tet.2023.133809

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first synthesis of diversely substituted isoxazole linked imidazo[1,2-a]azine derivatives via application of the Groebke-Blackburn-Bienayme (GBB) reaction with excellent yields is reported. This protocol proceeds via Cu (OTf)2-catalysed cascade three component reaction of isoxazole C-3(5) carbaldehydes and 2-aminopyridines/2aminopyrimidines/2-aminopyrazines in the presence of isonitriles by forming one C-C, and three C-N bonds in a single-operation. The synthetic utility of this transformation is also extended through a gram scale synthesis. The salient features like clean reactions, short reaction time, good to excellent yields, high atom economy and easy purification procedures enacted this protocol as a practical contribution to the synthesis of medicinally valuable heterocycles.

引用

页数：8

共 68 条

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