One pot synthesis of novel dispiro[oxindole-thiazolidinedione/thioxo-thiazolidinone/dihydro pyrazolone]-pyrrolidines via 1,3-dipolar cycloaddition reaction of azomethine ylides
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作者:
Ponnala, Shashikanth
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机构:Cent Drug Res Inst, Div Med & Proc Chem, Lucknow 226001, Uttar Pradesh, India
Ponnala, Shashikanth
Kumar, Rishi
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机构:Cent Drug Res Inst, Div Med & Proc Chem, Lucknow 226001, Uttar Pradesh, India
Kumar, Rishi
Maulik, Prakas R.
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机构:Cent Drug Res Inst, Div Med & Proc Chem, Lucknow 226001, Uttar Pradesh, India
Maulik, Prakas R.
Sahu, Devi Prasad
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Cent Drug Res Inst, Div Med & Proc Chem, Lucknow 226001, Uttar Pradesh, IndiaCent Drug Res Inst, Div Med & Proc Chem, Lucknow 226001, Uttar Pradesh, India
Sahu, Devi Prasad
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机构:
[1] Cent Drug Res Inst, Div Med & Proc Chem, Lucknow 226001, Uttar Pradesh, India
[2] Cent Drug Res Inst, Div Mol & Struct Biol, Lucknow 226001, Uttar Pradesh, India
A series of novel dispiro[oxindole-thiazolidinedione]pyrrolidine, dispiro[oxindole-thioxothiazolidinone]pyrrolidine, dispiro[oxindole-dihydro-pyrazolone]pyrrolidine were synthesized by both regio- and stereoselective 1,3-dipolar cycloaddition reaction of azomethine ylide generated from amino acid and amino acid ester with pi-deficient alkenes in a single pot protocol in good yield. X-ray crystallographic studies established orthogonal disposition between spiro-oxindole and spiro -thiazolidinedione rings in 4a and 5a.