An expedient sequential one-pot four component synthesis of novel steroidal spiro-pyrrolidine heterocycles in ionic liquid

[Display omitted] •A facile synthesis of novel steroidal spiro-pyrrolidine heterocycles is described.•This is the first four component sequential synthesis of steroidal pyrrolidines.•The product was formed in one-pot via a sequential [3+2]-cycloaddition reaction.•The reaction in ionic liquid was bet...

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Bibliographic Details
Published in:Steroids 2016-05, Vol.109, p.1-6
Main Authors: Gavaskar, D., Suresh Babu, A.R., Raghunathan, R., Dharani, M., Balasubramanian, S.
Format: Article
Language:English
Subjects:
Azomethine ylide
Chemistry Techniques, Synthetic
Cycloaddition
Estrone
Indenoquinoxaline
Ionic liquid
Ionic Liquids - chemistry
Pyrrolidines - chemistry
Spiro Compounds - chemistry
Steroidal pyrrolidine
Steroids - chemical synthesis
Steroids - chemistry
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Summary:[Display omitted] •A facile synthesis of novel steroidal spiro-pyrrolidine heterocycles is described.•This is the first four component sequential synthesis of steroidal pyrrolidines.•The product was formed in one-pot via a sequential [3+2]-cycloaddition reaction.•The reaction in ionic liquid was better than the conventional method.•The steroidal spiro-pyrrolidine heterocycles were obtained in good yields. A facile one-pot synthesis of novel steroidal dispiro-indenoquinoxaline pyrrolidines via multicomponent-[3+2]-cycloaddition of azomethine ylides in ionic liquid is described. The structure of cycloadduct is confirmed by IR, 1H NMR, 13C NMR, high resolution mass spectroscopy and elemental analysis.
ISSN:0039-128X
1878-5867
DOI:10.1016/j.steroids.2016.02.010