Condensationtion of 3-hydroxy pyridine alkyl isocyanides and dialkyl acetylenedicarboxylate: synthesis of 4H-chromenes
الموضوعات : International Journal of Heterocyclic Chemistry
Mahsa Mahpeyma
1
(Department of Organic Chemistry, Karaj Branch, Islamic Azad university, Karaj, Iran)
Bita Mohtat
2
(Department of Organic Chemistry, Karaj Branch, Islamic Azad university, Karaj, Iran)
الکلمات المفتاحية: 3-hydroxy pyridine, dialkyl acetylene dicarboxylates, Alkyl isocyanide, multi component reaction, 4H-chromenes,
ملخص المقالة :
The reactive intermediate generated by the addition of tert-butyl and 1,1,3,3-tetramethyl butyl isocyanide and cyclohexyl isocyanide to dialkyl acetylenedicarboxylate was trapped by 3-hydroxy pyridine to produce highly functionalized 4H-chromenes in fairly good yields.
[1]. Ugi,I.Angew.Chem.Int.Ed.Eng.1982,21,810-819.
[2]. Yavari,I.;Adib,M ; Sayahi, M. H. Tetrahedron Lett .2002,43,2927-2929.
[3].Hoffmann,P.;Gokel,G;Marquarding,D.;Ugi,I. in Isonitrile Chemistry ,Ugi,I.,Ed.,Academic Press: New York,1971.
[4].(a)Ugi,I.Pure Appl.Chem.2001,73,187-191.(b) Ugi, I ; Werner, B.; Domling ,A. Molecules 2003,8,53-66 .(c) Hulme , C.; Gore ,V .Curr .Med . Chem.2003,10,51-80.
[5].Domling ,A.;Ugi , I. Angew .Chem .,Int. Ed.2000,39,3168-3210.
[6].Domling,A.Chem.REV.2006,106,17-89.
[7].Domling,A.;Wang,W.;Wang,K.Chem REV.2012,112,3083-3135.
[8].Graaff,C.;Ruijter, E;Orru,R.V.Chem.Soc.Rev.2012,41,3969-4009.
[9].Nair,V.;Vinod,A.U.;Abhilash,N.;Menon,R.S.;Santhi,;Varma,R.L.;Viji,S.;Mathewa,S.;Srinivas,R.Tetrahedron. 2003,59,10279-10286.
