Russian Chemical Bulletin
Volume 52, Number 10, 2197-2202, DOI: 10.1023/B:RUCB.0000011878.52263.c4

Reactions of N-(2-chloroacetyl)-α-amino acids with 3-cyanopyridine-2(1H)-thiones. New promising route to 3,4-dihydropyrido[3",2":4,5]thieno[3,2-e][1,4]diazepine-2(1H),5-diones

A.E. Fedorov, A.M. Shestopalov and P.A. Belyakov

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Abstract

The reactions of N-(2-chloroacetyl)-agr-amino acids with 3-cyanopyridine-2(1H)-thiones afforded N-(3-aminothieno[2,3-b]pyridin-2-ylcarbonyl)-agr-amino acids. Heating of the latter smoothly produced 3,4-dihydropyrido[3",2":4,5]thieno[3,2-e][1,4]diazepine-2(1H),5-diones in high yields.

N-(2-chloroacetyl)-agr-amino acids - 3-cyanopyridine-2(1H)-thiones -  N-(3-aminothieno[2,3-b]pyridin-2-ylcarbonyl)-agr-amino acids - 3,4-dihydropyrido[3",2":4,5]thieno[3,2-e][1,4]diazepine-2(1H),5-diones - Thorpe—Ziegler cyclization

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