Silylium ion-promoted dehydrogenative cyclization: synthesis of silicon-containing compounds derived from alkynes

Hidekazu Arii; Takashi Kurihara; Kunio Mochida; Takayuki Kawashima

doi:10.1039/c4cc01648c

Silylium ion-promoted dehydrogenative cyclization: synthesis of silicon-containing compounds derived from alkynes

Chem Commun (Camb). 2014 Jun 25;50(50):6649-52. doi: 10.1039/c4cc01648c.

Authors

Hidekazu Arii¹, Takashi Kurihara, Kunio Mochida, Takayuki Kawashima

Affiliation

¹ Department of Chemistry, Gakushuin University, 1-5-1 Mejiro, Toshima-ku, 171-8588 Tokyo, Japan. kunio.mochida@gakushuin.ac.jp.

PMID: 24825658
DOI: 10.1039/c4cc01648c

Abstract

Treatment of dialkylbenzylsilane (1) with trityl tetrakis(pentafluorophenyl)borate (TPFPB) in the presence of terminal or internal alkynes (3) and 2,6-di-tert-butyl-4-methylpyridine gave the corresponding 1,2-dihydro-2-silanaphthalene derivatives (4) in 34-82% yields.