An efficient synthesis of hydantoins via sustainable integration of coupled domino processes
M Gao, Y Yang, YD Wu, C Deng, WM Shu…
Index: Gao, Meng; Yang, Yan; Wu, Yan-Dong; Deng, Cong; Cao, Li-Ping; Meng, Xiang-Gao; Wu, An-Xin Organic Letters, 2010 , vol. 12, # 8 p. 1856 - 1859
Full Text: HTML
Citation Number: 79
Abstract
A highly efficient synthesis of hydantoins has been developed from simple and commercially available 1, 3-dicarbonyl compounds, ureas, and methyl ketones or terminal aryl alkenes. This protocol involves a sustainable integration of two coupled domino processes: iodine- promoted synthesis of unsymmetrical 1, 4-enediones (domino I) and the sequential transformation into hydantoins (domino II).
Related Articles:
[Okamoto, Tsuyoshi; Kakinami, Takaaki; Nishimura, Tetsuo; Irwan-Hermawan; Kajigaeshi, Shoji Bulletin of the Chemical Society of Japan, 1992 , vol. 65, # 6 p. 1731 - 1733]
[Balczewski, Piotr; Bialas, Tomasz; Szadowiak, Aldona Heteroatom Chemistry, 2003 , vol. 14, # 2 p. 186 - 188]
IBX/I 2-mediated oxidation of alkenes and alkynes in water: a facile synthesis of α-iodoketones
[Yadav, Jhillu S.; Subba Reddy, Basi V.; Singh, Ashutosh P.; Basak, Ashok K. Tetrahedron Letters, 2008 , vol. 49, # 41 p. 5880 - 5882]