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2 International Letters of Chemistry, Physics and Astronomy

2 2014

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Highly efficient and eco-friendly one-pot synthesis of penta substitute pyrrole derivatives under catalyst-free conditions

100%

Viradiya D. J. , Baria B. H. , Kakadiya R. , Kotadiya V. C. , Shah A.

International Letters of Chemistry, Physics and Astronomy

2014

tom Vol. 11, iss. 3

257--264

An eco-friendly and efficient one-pot synthesis of penta-substituted pyrrole derivatives via a four-component reaction of maldrum’s acid, arylglyoxal monohydrate, dimethyl but-2-yne-dioate and amines under catalyst-free conditions in an environmentally friendly medium is described. The simple experimental procedure, catalyst-free reaction conditions, short period of conversion, and excellent yields are the advantages of the present method. Good chemical yields have been achieved without the need for chromatography and recrystallization or other purification methods.

Novel conversion of 4-aminoquinolines to new tricyclic (R,S)-3-methylazeto[3,2-c] quinolin-2(2aH)-ones and versatile one step synthesis of N-(quinolin-4-yl) carbamates from 4-aminoquinolines

86%

Kotadiya V. C. , Viradiya D. J. , Baria B. H. , Kanzariya J. S. , Kakadiya R. , Shah A.

International Letters of Chemistry, Physics and Astronomy

2014

tom Vol. 11, iss. 3

265--276

Reaction of 4-aminoquinolines with 4-nitrophenyl chloroformate have resulted in finding a novel transformation of 4-aminoquinolines to tricyclic (R,S)-3-methylazeto[3,2-c]quinolin-2(2aH)-ones. The structure of azeto-quinolinone was determined via spectroscopic and chemical methods. Various alcohols were used as nucleophiles to open the 1-azetinone ring to give the corresponding N-(quinolin-4-yl)carbamates in good yields. We also found a new and versatile one step synthesis of N-(quinolin-4-yl)carbamates by reacting 4-aminoquinolines with alkyl chloroformates in the presence of anhyd K2CO3 in acetonitrile.