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  • One-step assembly of carbamoyl-substituted heteroannelated [1,4]thiazepines.

One-step assembly of carbamoyl-substituted heteroannelated [1,4]thiazepines.

The Journal of organic chemistry (2006-03-25)
Alexey P Ilyn, Marina V Loseva, Vladimir Y Vvedensky, Elena B Putsykina, Sergey E Tkachenko, Dmitri V Kravchenko, Alexandr V Khvat, Mikhail Y Krasavin, Alexandre V Ivachtchenko
ABSTRACT

We present a convenient synthesis of novel heteroaryl-fused 3-oxo-1,4-thiazepine-5-carboxamides and 5-oxo-1,4-thiazepine-3-carboxamides using a modification of four-component Ugi condensation. We demonstrate the usefulness and versatility of the developed approach for the synthesis of variously substituted compounds and discuss the scope and limitations of the chemistry involved.

MATERIALS
Product Number
Brand
Product Description

Supelco
Ammonium carbamate, for decomposition
Sigma-Aldrich
Ammonium carbamate, 99%