One‐Pot Synthesis of 2‐Arylbenzoxazoles by Gas‐Free Carbonylation using Dicobalt Octacarbonyl as a Solid Carbon Monoxide Source

作者: Poongavanam Baburajan , Kuppanagounder P. Elango

DOI: 10.1002/AJOC.201402252

关键词:

摘要: A simple, mild, and facile carbonylation procedure to synthesise 2-arylbenzoxazole derivatives using dicobalt octacarbonyl [Co2(CO)8] as an in situ carbon monoxide source is described. This method tolerant of a variety functional groups the compounds are obtained in high excellent yields. Moreover, reaction performed one-pot with simple workup procedure. The choice catalytic system well base important order ensure yield chemoselectivity reaction. Both electron-rich electron-deficient aryl bromides worked this

参考文章(39)
Rajender S. Varma, Rajesh K. Saini, Om Prakash, Hypervalent iodine oxidation of phenolic schiff's bases: Synthesis of 2-arylbenzoxazoles Tetrahedron Letters. ,vol. 38, pp. 2621- 2622 ,(1997) , 10.1016/S0040-4039(97)00444-9
Tsumoru Morimoto, Kiyomi Kakiuchi, Katalytische Carbonylierungen: kein Bedarf an Kohlenmonoxid Angewandte Chemie. ,vol. 116, pp. 5698- 5706 ,(2004) , 10.1002/ANGE.200301736
E I Elnima, M U Zubair, A A Al-Badr, Antibacterial and antifungal activities of benzimidazole and benzoxazole derivatives. Antimicrobial Agents and Chemotherapy. ,vol. 19, pp. 29- 32 ,(1981) , 10.1128/AAC.19.1.29
Khalid Bougrin, André Loupy, Mohamed Soufiaoui, Trois nouvelles voies de synthèse des dérivés 1,3-azoliques sous micro-ondes Tetrahedron. ,vol. 54, pp. 8055- 8064 ,(1998) , 10.1016/S0040-4020(98)00431-1
Kiumars Bahrami, M. Mehdi Khodaei, Fardin Naali, Mild and Highly Efficient Method for the Synthesis of 2-Arylbenzimidazoles and 2-Arylbenzothiazoles Journal of Organic Chemistry. ,vol. 73, pp. 6835- 6837 ,(2008) , 10.1021/JO8010232
G. L. Dunn, P. Actor, V. J. DiPasquo, Antiparasitic Agents. I. 2-(Nitro-heterocyclic) Benzimidazoles, Benzoxazoles, and Benzothiazoles Journal of Medicinal Chemistry. ,vol. 9, pp. 751- 753 ,(1966) , 10.1021/JM00323A025
Luke Odell, Mats Larhed, Francesco Russo, Molybdenum Hexacarbonyl Mediated CO Gas-Free Carbonylative Reactions Synlett. ,vol. 23, pp. 685- 698 ,(2012) , 10.1055/S-0031-1290350
Tsumoru Morimoto, Kiyomi Kakiuchi, Evolution of Carbonylation Catalysis: No Need for Carbon Monoxide Angewandte Chemie International Edition. ,vol. 43, pp. 5580- 5588 ,(2004) , 10.1002/ANIE.200301736