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An efficient route to highly functionalized benzene derivatives by rhodium-catalyzed dimerization of diynes

Fen Xu, Yuan-Yuan Song, Wei-Fen Kang, Hui Cui, Qian-Nan Mu, and Yan-Yu Meng

Zhengzhou University of Light Industry, Zhengzhou, People’s Republic of China

 

E-mail: fenxu_zzuli@163.com

Abstract: An intermolecular efficient dimerization of diynes via Rh-catalyzed cycloaddition is presented. This protocol allows for the expedient synthesis of structurally diverse benzene derivatives, which retain an alkyne unit for post-functionalization to realize molecules with potential medicinal value and extended molecular complexity. The transformation is carried out in toluene and employs Rh(COD)2OTf3 as the metal source. Diversely decorated diynes tethered by nitrogen atom and ester were compatible with these conditions and furnished substituted benzenes with excellent selectivity.

Keywords: Transition metal ; Catalysis ; Diynes ; Dimerization ; Benzenes 

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-018-0391-0

 

Chemical Papers 72 (6) 1363–1368 (2018)

Tuesday, April 16, 2024

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