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Nickel-catalyzed Mizoroki-Heck cross-coupling reaction of aryl halides with styrenes

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Title Nickel-catalyzed Mizoroki-Heck cross-coupling reaction of aryl halides with styrenes
 
Creator Bhange, Dattatraya Soma
Rasal, Nishant Kisan
 
Subject Mizoroki-Heck reaction
NiCl2.6H2O
2,3-Dihydroxynaphthalene
CTAB
 
Description 823-829
Herein is presented an efficient and a simple protocol using 10 mol % of NiCl2.6H2O, 20 mol % of 2,3-dihydroxy
naphthalene, 50 mol % of CTAB, and 2 equiv. of NaOH in 2.5 mL of DMF at 150°C for C-C bond forming Mizoroki-Heck
coupling. Use of styrene and 4-methyl styrene with various aryl iodides and bromides having functionalities such as methyl,
methoxy, nitro, fluoro, chloro, hydroxyl, trifluoromethyl, methyl, and methoxyaryl halide show smooth conversion with
50 to 93% isolated yield. The electron-withdrawing groups like nitro at para-position give a lower yield. The aryl iodides
have been found to be more reactive than aryl bromides. The advantages of this protocol are moderate to excellent yield in
the absence of an inert atmosphere, and the use of cheap and readily available catalyst.
 
Date 2024-08-21T05:00:23Z
2024-08-21T05:00:23Z
2024-08
 
Type Article
 
Identifier 2583-1321 (Online); 0019-5103 (Print)
http://nopr.niscpr.res.in/handle/123456789/64413
https://doi.org/10.56042/ijc.v63i8.10540
 
Language en
 
Publisher NIScPR-CSIR,India
 
Source IJC Vol.63(08) [August 2024]