title: Intramolecular photoaddition of vinylogous amides with allenes: a novel approach to the synthesis of pyrroles.
abstract: Irradiation of vinylogous amide or imide 5 (R = H, alkyl, or Ac) leads to the selective formation of either crossed photoadduct 7 (R = Ac) or parallel photoadduct 8 (R = H or alkyl) as a function of the nature of the group R. The latter result leads to a novel approach to the synthesis of pyrroles, that is, 8'.
authors.affiliation: Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104, USA. winkler@sas.upenn.edu
authors.forename: Jeffrey D
authors.initials: JD
authors.lastname: Winkler
authors.forename: Justin R
authors.initials: JR
authors.lastname: Ragains
mesh_terms: D000466:Alkadienes / Q000737:chemistry*; D000577:Amides / Q000737:chemistry*; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis*
chemical_list: D000466:Alkadienes; D000577:Amides; D011758:Pyrroles; C025947:propadiene