Copper-Catalyzed Dehydrogenative Formal [4+2] and [3+2] Cycloadditions of Methylnaphthalenes and Electron-Deficient Alkenes

被引：18
|
作者：
Qin, Guiping [1 ,3 ]
Wang, Yong [1 ]
Huang, Hanmin [1 ,2 ]
机构：
[1] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Gansu, Peoples R China
[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China
[3] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
来源：
ORGANIC LETTERS | 2017年 / 19卷 / 23期
基金：
中国国家自然科学基金;
关键词：
C-H BONDS; FISCHER CARBENE COMPLEXES; DIELS-ALDER REACTIONS; FUNCTIONALIZATION; PHYTOALEXIN; ALKYLARENES; ACTIVATION; ARYLATION; OLEFINS; GOLD;
D O I：
10.1021/acs.orglett.7b03194
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Higher pi-extended naphthalene, contained in methylnaphthalenes, which could capture alkyl radicals via SOMO-LUMO interactions, enabled the development of Cu-catalyzed formal [4 + 2] and [3 + 2] cycloadditions between methylnaphthalenes and electron-deficient alkenes. Under copper catalysis, a series of electron-deficient alkenes and methylnaphthalenes with different substituents were successfully incorporated with di-tert-butyl peroxide (TBP) as an oxidant and radical initiator, providing a wide range of cycloadducts.
引用
收藏
页码：6352 / 6355
页数：4
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