Atom-economic synthesis of cyclobuta[a] naphthalen-4-ols via a base-promoted [2+2] cycloaddition/1,6-nucleophilic addition cascade

被引：10

作者：

Wang, Jia-Yin ^{[1
]}

Xie, Feng-Lie ^{[2
]}

Hu, Jian-Qiang ^{[2
]}

Yang, Shi-Zhao ^{[2
]}

Wang, You-Jian ^{[1
]}

Hao, Wen-Juan ^{[1
]}

Tu, Shu-Jiang ^{[1
]}

Jiang, Bo ^{[1
]}

机构：

[1] Jiangsu Normal Univ, Sch Chem & Mat Sci, Xuzhou 221116, Jiangsu, Peoples R China

[2] Air Force Logist Coll, Dept Quartermaster & Fuel, Xuzhou 221000, Jiangsu, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2018年 / 16卷 / 39期

关键词：

DIELS-ALDER CYCLOADDITIONS; FLASH VACUUM PYROLYSIS; ORTHO-HALOSTYRENE OXIDES; O-QUINODIMETHANES; SUBSTITUTED BENZOCYCLOBUTENES; ORGANOCATALYTIC 1,6-ADDITION; NEOCARZINOSTATIN CHROMOPHORE; QUINONE METHIDES; DERIVATIVES; ACCESS;

D O I：

10.1039/c8ob02042f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A first atom-economic [2 + 2] cycloaddition/1,6-conjugate addition cascade of yne-allenones with C-nucleophiles including 1,3-dicarbonyls and alpha,alpha-dicyanoolefins under base-promoted conditions has been established, enabling the direct construction of C(sp(3))-C(sp(3)) bonds to generate cyclobuta[a]naphthalen-1-ols with generally good yields. These resulting products have a cyclobutene unit that contains both an aryl and alkyl group.

引用

页码：7104 / 7108

页数：5

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