Amide and thioamide of cyanoacetic acid in Dd (N) E type reactions with 2-halopyridinium salts

作者：Tverdokhleb Natalya M^*; Khoroshilov Gennadii E

来源：Chemistry of Heterocyclic Compounds, 2015, 51(1): 56-59.

DOI：10.1007/s10593-015-1659-8

• 2-amino-1-carbamoylindolizines
• 2-amino-1-cyanoindolizines
• cyanoacetamide
• 2-cyanothioacetamide
• 2-halopyridinium salts
• pyridine-2-thiones

A mixture of pyridine-2-thiones and 2-amino-1-cyanoindolizines was obtained by condensation of N-[(alkoxycarbonyl)methyl]- or N-[(aroyl)-methyl]-2-chloro(bromo)pyridinium halides in the presence of 2 equivalents of triethylamine. Furthermore, reacting cyanoacetamide with N-[(alkoxycarbonyl)methyl]-2-chloro(bromo)pyridinium salts afforded a mixture of 2-amino-1-carbamoylindolizine-3-carboxylates and a novel heterocyclic system, 2,4-dioxo-2,3,4,5-tetrahydropyrido[1,2-d][1,4]diazepine-1-carbonitrile.

• 出版日期2015-1