Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 2013; 45(23): 3269-3275
DOI: 10.1055/s-0033-1339799
DOI: 10.1055/s-0033-1339799
paper
Convenient Synthesis of Benzoxazolone Derivatives by Cross-Coupling of Benzoxazolone Boronates with Aryl Halides
Further Information
Publication History
Received: 15 July 2013
Accepted after revision: 18 August 2013
Publication Date:
24 September 2013 (online)

Abstract
Benzoxazolone derivatives with various substituents at the C-5 position were synthesized efficiently via benzoxazolone boronates as the key intermediate. The target compounds were also synthesized from (het)aryl halides in a one-pot process. These methods permitted efficient exploratory syntheses of a series of benzoxazolone derivatives.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
-
References
- 1 Poupaert J, Carato P, Colacino E. Curr. Med. Chem. 2005; 12: 877
- 2a Kodo T, Fukaya T, Koyama K, Masumoto S, Fujibayashi N. WO 2005/080334, 2005 ; Chem. Abstr. 2005, 143, 266917.
- 2b Fukaya T, Kodo T, Ishiyama T, Kakuyama H, Nishikawa H, Baba S, Masumoto S. Bioorg. Med. Chem. 2012; 20: 5568
- 3a Kaneko S, Sato K, Shikanai D, Yamada R, Sakurada K. WO 2010/038465, 2010 ; Chem. Abstr. 2010, 152, 429558.
- 3b Hu Q.-Y, Papillion J. WO 2010/130773, 2010 ; Chem. Abstr. 2010, 153, 643461.
- 3c Courtney SM, Prime M, Mitchell W, Brown CJ, De Aguiar Pena PC, Johnson P, Dominguez C, Toledo-Sherman LM, Munoz I. WO 2013033085, 2013 ; Chem. Abstr. 2013, 158, 390029.
- 4 Akao A, Sato K, Nonoyama N, Mase T, Yasuda N. Tetrahedron Lett. 2006; 47: 969
- 5 von Wantoch Rekowski M, Pyriochou A, Papapetropoulos N, Stöβel A, Papapetropoulos A, Giannis A. Bioorg. Med. Chem. 2010; 18: 1288
- 6a Ishiyama T, Murata M, Miyaura N. J. Org. Chem. 1995; 60: 7508
- 6b Ishiyama T, Itoh Y, Kitano T, Miyaura N. Tetrahedron Lett. 1997; 38: 3447
- 6c Ishiyama T, Ishida K, Miyaura N. Tetrahedron 2001; 57: 9813
- 7 Miyaura N, Suzuki A. Chem. Rev. 1995; 95: 2457
For selected examples, see: