Synthesis 2012; 44(12): 1825-1832
DOI: 10.1055/s-0031-1290805
special topic
© Georg Thieme Verlag Stuttgart · New York

Cyclization–Carbonylation–Cyclization Coupling Reactions of N-Propargylanilines and o-Alkynylphenols with Palladium(II)–Bisoxazoline Catalysts

Taichi Kusakabe
a  Faculty of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan, Fax: +81(474)721805   Email: kkk@phar.toho-u.ac.jp
,
Emika Sekiyama
a  Faculty of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan, Fax: +81(474)721805   Email: kkk@phar.toho-u.ac.jp
,
Yukari Ishino
a  Faculty of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan, Fax: +81(474)721805   Email: kkk@phar.toho-u.ac.jp
,
Satoshi Motodate
a  Faculty of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan, Fax: +81(474)721805   Email: kkk@phar.toho-u.ac.jp
,
Shigeki Kato
b  Department of Respiratory Medicine, Kawasaki Medical School, 577, Matsushima, Kurashiki, Okayama 701-0192, Japan
,
Tomoyuki Mochida
c  Department of Chemistry, Faculty of Sciences, Kobe University, Rokkodai, Nada, Kobe 657-8501, Japan
,
Keisuke Kato*
a  Faculty of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan, Fax: +81(474)721805   Email: kkk@phar.toho-u.ac.jp
› Author Affiliations
Further Information

Publication History

Received: 11 February 2012

Accepted after revision: 05 March 2012

Publication Date:
11 April 2012 (online)

Abstract

Cyclization–carbonylation–cyclization coupling reactions (CCC-coupling reactions) of N-propargylanilines and o-alkynylphenols catalyzed by (box)Pd(II) complexes afforded symmetrical bis(quinolin-3-yl) and bis(benzofuran-3-yl) ketones, respectively, in moderate to excellent yields.

Supporting Information

 
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