Organic letters

Palladium-catalyzed cyclocarbonylation of o-iodoanilines with imidoyl chlorides to produce quinazolin-4 (3H)-ones

Z Zheng, H Alper

Index: Zheng, Zhaoyan; Alper, Howard Organic Letters, 2008 , vol. 10, # 5 p. 829 - 832

Full Text: HTML

Citation Number: 78

Abstract

A wide variety of substituted quinazolin-4 (3H)-ones were prepared in 63-91% yields by the palladium-catalyzed cyclocarbonylation of o-iodoanilines with imidoyl chlorides and carbon monoxide. The reaction is believed to proceed via in situ formation of an amidine, followed by oxidative addition, CO insertion, and intramolecular cyclization to give the substituted quinazolin-4 (3H)-ones.

Related Articles:

Pd (II)-Catalyzed Carbonylation of C (sp3)− H Bonds: A New Entry to 1, 4-Dicarbonyl Compounds

[Giri, Ramesh; Lam, Jonathan K.; Yu, Jin-Quan Journal of the American Chemical Society, 2010 , vol. 132, # 2 p. 686 - 693]

Sulfate Radical Anion (SO4•–) Mediated C (sp3)–H Nitrogenation/Oxygenation in N-Aryl Benzylic Amines Expanded the Scope for the Synthesis of Benzamidine/ …

[Wang, Yi-Feng; Zhang, Feng-Lian; Chiba, Shunsuke Organic Letters, 2013 , vol. 15, # 11 p. 2842 - 2845]

Synthesis and anti-inflammatory activity of 2, 3-diaryl-4 (3H)-quinazolinones

[Yadav; Shirude; Parmar; Balaraman; Giridhar Chemistry of Heterocyclic Compounds, 2006 , vol. 42, # 8 p. 1038 - 1045]

Synthesis of Quinazolin-4 (3 H)-ones via Amidine N-Arylation

[Li, Bryan; Samp, Lacey; Sagal, John; Hayward, Cheryl M.; Yang, Christine; Zhang, Zhijun Journal of Organic Chemistry, 2013 , vol. 78, # 3 p. 1273 - 1277]

One??Pot Synthesis of Mono??and Disubstituted (3 H)??Quinazolin??4??ones in Dry Media Under Microwave Irradiation

[Dabiri, Minoo; Salehi, Peyman; Mohammadi, Ali A.; Baghbanzadeh, Mostafa Synthetic Communications, 2005 , vol. 35, # 2 p. 279 - 287]

More Articles...