Synthesis of Pyrido[2,3-d]pyrimidines Catalyzed by 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)/tert-Butyl Nitrite (TBN)/O2

被引：0

作者：

Cheng, Dongping ^{[1
]}

Xia, Hongshuang ^{[1
]}

Gu, Huafang ^{[1
]}

Wang, Yawei ^{[1
]}

Li, Jing-Hua ^{[1
]}

Xu, Xiaoliang ^{[2
]}

机构：

[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R China

[2] Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2023年 / 55卷 / 23期

关键词：

pyrido[2,3-d ]pyrimidine; oxidative coupling reaction; DDQ; tandem reaction; uracil; MOLECULAR-OXYGEN; SODIUM-NITRITE; DDQ; DERIVATIVES; DISPROPORTIONATION; ACTIVATION; AMINATION; OXIDATION; ALCOHOLS;

D O I：

10.1055/a-2156-7470

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Catalyzed by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)/tert-butyl nitrite (TBN)/O-2, an efficient tandem oxidative reaction of uracils/thiouracil with 1,3-diarylpropenes is disclosed. It undergoes oxidative coupling, intramolecular cyclization, and dehydro-aro-matization to provide multi-substituted pyrido[2,3-d]pyrimidines/ thiopyrido[2,3-d]pyrimidines in moderate to excellent yields. It has the advantages of high atom economy, green terminal oxidant, and metal-free conditions.

引用

页码：4011 / 4019

页数：9

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