Palladium-Catalyzed Aerobic Oxidative Coupling of ortho-(Alkynyl)styrenes with Allylic Alcohols via 6-endo-dig Cyclization: Regioselective Construction of Polysubstituted Naphthalenes

被引：19
|
作者：
Ramesh, Perla [1 ]
Satyanarayana, Gedu [1 ]
机构：
[1] Indian Inst Technol Hyderabad, Dept Chem, Sangareddy 502285, Telangana, India
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 20期
关键词：
GENERAL-SYNTHESIS; GAMMA-LACTONES; ALKYNES; ARYL; CYCLOISOMERIZATION; ALKENYLATION; ALKYLATION; IRIDIUM; ALKENES; BONDS;
D O I：
10.1021/acs.joc.9b01240
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient protocol is described for the regioselective construction of polysubstituted functionalized naphthalenes from easily accessible ortho-(alkynyl)styrenes under mild reaction conditions. The reaction proceeds via cycloaromatization and intermolecular coupling of ortho-(alkynyl)styrenes with allylic alcohols catalyzed by PdCl2. Notably, the reaction is successful under open air as the green oxidant source. A range of functional groups (F, Cl, Br, NO2, and ester) including protecting free OH groups were found to be compatible.
引用
收藏
页码：12856 / 12870
页数：15
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