Affordable Access

Hauser-Kraus Annulation of Phthalides with Nitroalkenes for the Synthesis of Fused and Spiro Heterocycles

Authors
  • KUMAR, T
  • SATAM, N
  • NAMBOOTHIRI, INN
Publication Date
Jan 01, 2016
Source
DSpace at IIT Bombay
Keywords
License
Unknown
External links

Abstract

Hauser-Kraus annulation of sulfonylphthalides with simple conjugated nitroalkenes follows the expected pathway to furnish naphthoquinones in moderate yields. However, a strategic variation of this reaction by employing nitroalkenes bearing an additional nucleophilic site results in [4+4] annulation leading to complex fused and spiro heterocycles in high yields with high selectivity through a cascade process involving Michael addition, Dieckmann cyclization, and a series of eliminations and rearrangements.

Report this publication

Statistics

Seen <100 times