10.1021/ol061451c.s001
Jeffrey D. Winkler
Jeffrey D.
Winkler
Sylvie M. Asselin
Sylvie M.
Asselin
Synthesis of Novel Heterocyclic
Structures via Reaction of Isocyanides
with <i>S-trans</i>-Enones
American Chemical Society
2006
pyrrole
i.e
zwitterionic
cyclization
NR
Synthesi
Novel Heterocyclic Structures
Isocyanide
equivalent
formation
furan
enone
nucleophilic moiety
isocyanide
2006-08-31 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Synthesis_of_Novel_Heterocyclic_Structures_via_Reaction_of_Isocyanides_with_i_S_trans_i_Enones/3062368
The reaction of enone <b>1</b>, bearing an internal nucleophilic moiety, i.e., furan or pyrrole (X = O, NR‘), with isocyanides is presented. The
formation of products resulting from the reaction of the zwitterionic intermediate <b>2</b> with a second equivalent of isocyanide prior to cyclization
to give <b>3</b>, as well as the direct formation of <b>4</b> from <b>2</b>, is described.