Organic Chemistry Portal

Abstracts

Search:

Palladium-Catalyzed Synthesis of 1,3-Dienes from Allenes and Organic Halides

Hao-Ming Chang and Chien-Hong Cheng*

*Department of Chemistry, National Tsing Hua University, Hsinchu 30043, Taiwan, Email: chchengmx.nthu.edu.tw

H.-M. Chang, C.-H. Cheng, J. Org. Chem., 2000, 65, 1767-1773.

DOI: 10.1021/jo991651k


see article for more reactions

Abstract

A wide range of aryl and vinylic halides react with 1,1-dimethylallene and potassium carbonate in the presence of Pd(dba)2 in N,N-dimethylacetamide to provide dienes in very good yields. Tetramethylallene, 1-methyl-1-phenylallene, 1-methyl-3-phenylallene, and 1-cyclohexylallene also react with aryl and vinylic halides to give diene products.

see article for more examples



Key Words

1,3-dienes, arylation


ID: J42-Y2000