Palladium/Silver-Cocatalyzed Tandem Reactions of Oxabenzonorbornadienes with Substituted Arylacetylenes: A Simple Method for the Preparation of 1,2-Diarylethanones and 1,2-Diary Diarylacetylenes

被引:27
|
作者
Chen, Jingchao [1 ]
Liu, Shanshan [1 ]
Zhou, Yongyun [1 ]
Li, Sifeng [1 ]
Lin, Chengyuan [2 ]
Bian, Zhaoxiang [2 ]
Fan, Baomin [1 ]
机构
[1] Yunnan Minzu Univ, YMU HKBU Joint Lab Tradit Nat Med, Kunming 650500, Yunnan, Peoples R China
[2] Hong Kong Baptist Univ, Sch Chinese Med, Hong Kong, Hong Kong, Peoples R China
基金
中国国家自然科学基金; 芬兰科学院;
关键词
RING-OPENING REACTIONS; OXABICYCLIC ALKENES; 2+2 CYCLOADDITION; TERMINAL ALKYNES; BICYCLIC ALKENES; ORGANIC HALIDES; DERIVATIVES; NORBORNADIENES;
D O I
10.1021/acs.organomet.5b00551
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The effective synthesis of 1,2-diarylethanones was achieved using palladium(II) acetate [Pd(OAc)(2)] and silver triflate (AgOTf) as cocatalysts from various oxabenzo-norbomadiene derivatives and substituted arylacetylenes via tandem reactions under mild conditions. Exploration of the oxabenzonorbomadiene substrates showed that the 1,2-diarylacetylenes were obtained from adjacent alkoxy substituted oxabenzonorbornadiene derivatives. Preliminary mechanistic studies indicate that the AgOTf served as an indispensable catalyst, and the mechanism of the tandem reaction was proposed.
引用
收藏
页码:4318 / 4322
页数:5
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