An expedient synthesis of highly functionalized 1,3-dienes by employing cyclopropenes as < em > C < /em > < sub > 4 < /sub > units

Chem Commun (Camb). 2021 May 13. doi: 10.1039/d1cc01254a. Online ahead of print.ABSTRACTAn efficient method has been described to synthesize dicarbonyl functionalized 1,3-dienes by cleaving the C[double bond, length as m-dash]C bond of enaminones with cyclopropenes in the presence of a rhodium catalyst. The acetate-substituted cyclopropenes are judiciously chosen as standard C4 units of 1,3-diene precursors. The reactions are believed to undergo a unique cutting and insertion process, involving a C[double bond, length as m-dash]C bond cleavage of the enaminone and insertion of a new C(sp2) source with the formation of two C-C single bonds. A broad range of substrates can be used to synthesize the corresponding 1,3-dienes under very mild reaction conditions, including low catalyst-loading, ambient temperature, and a neutral reaction solvent.PMID:33982703 | DOI:10.1039/d1cc01254a

Source: Chemical Communications - May 13, 2021 Category: Chemistry Authors: Chengzhou Jiang Jiamin Wu Jiabin Han Kai Chen Yang Qian Zhengyu Zhang Yaojia Jiang Source Type: research