Ruthenium-catalyzed amino- and alkoxycarbonylations with carbamoyl chlorides and alkyl chloroformates via aromatic C-H bond cleavage

Takuya Kochi; Seiya Urano; Hajime Seki; Eiichiro Mizushima; Mitsuo Sato; Fumitoshi Kakiuchi

doi:10.1021/ja8097492

Ruthenium-catalyzed amino- and alkoxycarbonylations with carbamoyl chlorides and alkyl chloroformates via aromatic C-H bond cleavage

J Am Chem Soc. 2009 Mar 4;131(8):2792-3. doi: 10.1021/ja8097492.

Authors

Takuya Kochi¹, Seiya Urano, Hajime Seki, Eiichiro Mizushima, Mitsuo Sato, Fumitoshi Kakiuchi

Affiliation

¹ Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama, Kanagawa 223-8522, Japan.

PMID: 19209853
DOI: 10.1021/ja8097492

Abstract

Ruthenium-catalyzed regioselective direct amino- and alkoxycarbonylations of aromatic rings via C-H bond cleavage using chlorocarbonyl compounds are described. A broad generality of amide and ester groups was achieved taking advantage of the wide availability of carbonylating agents. Alkyl chloroformates, inapplicable to usual Friedel-Crafts methods, can also be used for direct catalytic alkoxycarbonylation.