Palladium‐Catalyzed 1,2‐Addition of Organic Halides and Terminal Alkynes to 7‐Oxabenzonorbornadiene: An Efficient Route to Polyaromatic Hydrocarbons | Zendy

Kuo ChunJung | Zendy; Cheng ShuJin | Zendy; Chang ShuTing | Zendy; Liu CharngHsing | Zendy

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Palladium‐Catalyzed 1,2‐Addition of Organic Halides and Terminal Alkynes to 7‐Oxabenzonorbornadiene: An Efficient Route to Polyaromatic Hydrocarbons

Author(s) -

Kuo ChunJung,

Cheng ShuJin,

Chang ShuTing,

Liu CharngHsing

Publication year - 2008

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200700772

Subject(s) - chemistry , halide , palladium , catalysis , organic chemistry , coupling reaction , polymer chemistry , combinatorial chemistry

A three‐component coupling reaction of organic halides with oxabicyclic alkenes and terminal alkynes was catalyzed by a palladium complex and a phase‐transfer agent in the presence of aqueous NaOH. The reaction gave a series of 5,6‐disubstituated 7‐oxabenzonorbornene derivatives in good yields. The disubstituted products from oxabenzonorbornadiene can be readily converted into polyaromatic hydrocarbons by a Lewis acid mediated deoxyaromatization reaction. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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