A Clean and Expedient Synthesis of Pyrido[1,4]oxazepino Spiropyrrolidines Through One-Pot, Three-Component [3 + 2] Cycloaddition Reaction

Abstract

One-pot three component synthesis of novel pyrido[1,4]-oxazepine fused spiropyrrolidines has been accomplished in good yields by 1,3-dipolar cycloaddition reaction of azomethine ylide, derived from paraformaldehyde and sarcosine with (E)-4-benzylidene-hexahydro-1H-pyrido[2,1-c][1,4]-oxazepine-3(7H)-one as dipolarophiles derived from Baylis-Hillman adducts. The effect of solvent on the [3 + 2]-cycloaddition reaction is also studied.

Keywords:

• Azomethine ylide
• Baylis–Hillman adducts
• cycloaddition
• pyrido[1,4]-oxazepine
• spiropyrrolidine

ACKNOWLEDGMENTS

S.K. thanks Counsil of Scientific Industrial and Research (CSIR) for Senior Research Fellowship (SRF). R.R. thanks DST-FIST for NMR facility and financial assistance.