NaOH-promoted reaction of 1,1-dihaloalkenes and 1H-azoles: synthesis of dihetaryl substituted alkenes

An efficient NaOH-promoted synthesis of dihetaryl substituted alkenes from 1,1-dihaloalkenes and 1H-azoles under mild conditions has been developed. The reaction occurred in moderate to good yields and tolerated aliphatic, heterocyclic, and aryl substituted 1,1-dihaloalkenes containing functionaliti...

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Published inNew journal of chemistry Vol. 42; no. 21; pp. 17732 - 17739
Main Authors Zhang, Chen, Shi, Yu-Long, Zhang, Li-Yu, Yuan, Dong-Peng, Ban, Meng-Tao, Zheng, Jia-Yao, Liu, Deng-Hui, Guo, Shun-Na, Cui, Dong-Mei
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 2018
Royal Society of Chemistry
Subjects
Aliphatic compounds
Alkenes
Aromatic compounds
Chemical synthesis
Chemistry
Chemistry, Multidisciplinary
Crystallography
Ethers
Halogens
Heterocyclic compounds
Nitriles
Physical Sciences
Science & Technology
Sodium hydroxide
Substitutes
Triazoles
RUTHENIUM-CATALYZED SYNTHESIS
HALIDES
NUCLEOPHILES
CROSS-COUPLING REACTIONS
LIGANDS
PHENOLS
1,1-DIBROMO-1-ALKENES
IMIDAZOLES
ULLMANN-TYPE REACTION
VINYL BROMIDES
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Summary:An efficient NaOH-promoted synthesis of dihetaryl substituted alkenes from 1,1-dihaloalkenes and 1H-azoles under mild conditions has been developed. The reaction occurred in moderate to good yields and tolerated aliphatic, heterocyclic, and aryl substituted 1,1-dihaloalkenes containing functionalities such as nitriles, ethers, and halogens. Imidazoles and triazoles also afforded the desired products.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 14
ISSN:1144-0546
1369-9261
DOI:10.1039/c8nj02756k