By cyclocondensation of nitroalkenes with enolizable iso-cyanides in the presence of a base to give trisubstituted pyrrole : first step is Michael addition of isocyanide to the nitroalkene , followed by cyclization and elimination of HNO2. write the mechanism for that reaction

By cyclocondensation of nitroalkenes with enolizable iso-cyanides in the presence of a base to give trisubstituted pyrrole : first step is Michael addition of isocyanide to the nitroalkene , followed by cyclization and elimination of HNO2. write the mechanism for that reaction

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions

Section30.SE: Something Extra

Problem 36AP

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Question

By cyclocondensation of nitroalkenes with enolizable iso-cyanides in the presence of
a base to give trisubstituted pyrrole : first step is Michael addition of isocyanide to the
nitroalkene , followed by cyclization and elimination of HNO2.
write the mechanism for that reaction
- HNO2.
ND2
R3 =
= CO2Et ur Tos
3
N=c (Isocyanıde)

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