Di-tert-butyl peroxide as an effective two-carbon unit in oxidative radical cyclization toward 7-methylazolo[1,5-a]pyrimidines

被引：6

作者：

Gao, Qinghe ^{[1
]}

Sun, Zhenhua ^{[1
]}

Wu, Manman ^{[1
]}

Guo, Yimei ^{[1
]}

Han, Xinya ^{[2
]}

Yan, Jufen ^{[2
]}

Ha, Minh Ngoc ^{[3
]}

Quynh Mai Le ^{[4
]}

Xu, Yongtao ^{[5
]}

机构：

[1] Xinxiang Med Univ, Sch Pharm, Xinxiang 453003, Henan, Peoples R China

[2] Anhui Univ Technol, Sch Chem & Chem Engn, Maanshan 243002, Anhui, Peoples R China

[3] Vietnam Natl Univ, Univ Sci, Fac Chem, VNU Key Lab Adv Mat Green Growth, Hanoi 100000, Vietnam

[4] Vietnam Natl Univ, Univ Sci, Fac Biol, Dept Plant Sci, Hanoi 100000, Vietnam

[5] Xinxiang Med Univ, Sch Med Engn, Henan Int Joint Lab Neural Informat Anal & Drug I, Xinxiang 453003, Henan, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2022年 / 9卷 / 11期

基金：

中国国家自然科学基金;

关键词：

C-H METHYLATION; CASCADE METHYLATION/CYCLIZATION; DICUMYL PEROXIDE; AMIDES; QUINOXALIN-2(1H)-ONES; ARYLACRYLAMIDES; ANNULATION; REAGENT; KETONES; POTENT;

D O I：

10.1039/d2qo00381c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unexpected oxidative radical cyclization of 3(5)-aminoazoles and aromatic aldehydes with di-tert-butyl peroxide (DTBP) is described. This established protocol enables the assembly of privileged 7-methylpyrazolo[1,5-a]pyrimidines as well as 7-methyl-[1,2,4]triazolo[1,5-a]pyrimidines with excellent regioselectivity and functional group tolerance, where DTBP firstly emerges as the C2 cyclic unit rather than the usual methyl radical source. The reaction is further highlighted by the late-stage modifications of natural products and pharmaceuticals.

引用

页码：3050 / 3056

页数：7

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