One-pot Four-component Reaction between Arylamines, Arylglyoxals, Cyclohexyl Isocyanide, and Acetylene Diesters: An Efficient Synthesis of 2H-iminopyran Derivatives
نویسندگان
1 دانشگاه آزاد اسلامی
2 دانشگاه آزاد اسلامی
3 دانشگاه جامع امام حسین
doi
10.22036/org.chem.2018.135033.1159چکیده
A facile synthesis of highly functionalized 2H-iminopyran derivatives by the multi-component reaction of cyclohexyl isocyanide, dialkyl acetylenedicarboxylates, arylglyoxals and arylamines is described. The zwitterionic intermediate produced by addition of cyclohexyl isocyanide to electron-deficient acetylene diesters was trapped by the electrophilic imine moiety of α-iminoketones, derived from arylglyoxals and arylamines, to afford an inner salt intermediate which converted to 2H-iminopyran derivatives by an intramolecular cyclization.