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SUMMARY:Accessing pyrroles by the O-to-C skeletal edit of isoxazoles
DTSTART;VALUE=DATE-TIME:20260825T142000Z
DTEND;VALUE=DATE-TIME:20260825T144000Z
UID:236861834307
DESCRIPTION:Despite their ostensible similarity as five-membered heterocyc
 les\,\nisoxazoles and pyrroles differ vastly in their synthetic approaches
 .\nBecause of their electronically dissonant backbone\, pyrrole syntheses\
 noften require challenging starting materials or umpolung reactivity.\nIso
 xazoles\, on the other hand\, have an electronically consonant\nbackbone\,
  enabling a much wider range of available syntheses using\nsimple starting
  materials. This work bridges synthetically accessible\nisoxazoles with th
 eir less accessible pyrrole counterparts in an\nO-to-C skeletal edit. Our 
 investigations of this reaction led to the\nrevision of a previously estab
 lished mechanism for pyrrole formation\,\nsupported by experimental and co
 mputational results. Further studies\nrevealed an interesting side reactio
 n\, and from this a predictive\nmodel for reaction outcome was developed\,
  deepening our understanding\nof both reactions. Overall\, this transforma
 tion maps the readily\naccessible substitution pattern of isoxazoles onto 
 more traditionally\nchallenging pyrroles using skeletal editing.\n
LOCATION:McCormick Place Convention Center - A2 - SOUTH HALL ChemPod 7 - h
 ttps://acs.digitellinc.com/live/37
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