A concise synthetic strategy to functionalized chromenones via [5+1] heteroannulation and facile C-N/C-S/C-O bond formation with various nucleophiles

作者：Savant Mahesh M; Gowda Neetha S; Pansuriya Akshay M; Bhuva Chirag V; Kapuriya Naval; Anandalwar Sridhar M; Prasad Shashidhara J; Shah Anamik; Naliapara Yogesh T^*

来源：Tetrahedron Letters, 2011, 52(2): 254-257.

DOI：10.1016/j.tetlet.2010.11.020

A highly efficient strategy to 2,3-substituted chromen-4H-ones has been developed. The methodology involves unexpected intramolecular heteroannulation of readily accessible substituted 2-hydroxy-omega-nitroacetophenone with carbon disulfide in the presence K(2)CO(3) followed by methylation with methyl iodide. These chromenones were further reacted with various nucleophiles such as amines, thiols, and alkoxide resulting in the facile C-N, C-S, and C-O bond formation. The scope and generality have been discussed.

• 出版日期2011-1-12