Aqueous-Phase One-Pot Synthesis of 2-Aminothiazole- or 2-Aminoselenazole-5-carboxylates from β-Keto Esters, Thiourea or Selenourea, and N-Bromo-succinimide under Supramolecular Catalysis

Mendu Narender; Majjigapu Somi Reddy; Vydyula Pavan Kumar; Boga Srinivas; Regati Sridhar; Yadavalli Venkata Durga Nageswar; Kakulapati Rama Rao

doi:10.1055/s-2007-990849

PAPER

Aqueous-Phase One-Pot Synthesis of 2-Aminothiazole- or 2-Aminoselenazole-5-carboxylates from β-Keto Esters, Thiourea or Selenourea, and N-Bromo-succinimide under Supramolecular Catalysis

Mendu Narender, Majjigapu Somi Reddy, Vydyula Pavan Kumar, Boga Srinivas, Regati Sridhar, Yadavalli Venkata Durga Nageswar, Kakulapati Rama Rao*
Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad 500 007, India
e-Mail: drkrrao@yahoo.com;

Abstract

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Abstract

2-Amino-4-alkyl- and 2-amino-4-arylthiazole-5-carboxylates and their selenazole analogues were synthesized by α-halogenation of β-keto esters with N-bromosuccinimide, followed by cyclization with thiourea or selenourea, respectively, in the presence of β-cyclodextrin in water at 50 °C.

Key words

thiazoles - selenazoles - β-keto esters - N-bromosuccinimide - cyclodextrins

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References

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