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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.
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页码:4318 / 4322
页数:5
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