title: Heck reaction of arenediazonium salts with N,N-diprotected allylamines. Synthesis of cinnamylamines and indoles.
abstract: Novel palladium-catalyzed reactions of arenediazonium tetrafluoroborates with N,N-diprotected allylamines are presented. The reaction of arenediazonium tetrafluoroborates with N,N-(Boc)(2) allylamine allows for an easy approach to cinnamylamines whereas using 2-alkynyl-N-(allyl)trifluoroacetanilides and 2-iodo-N-(allyl)trifluoroacetanilide the reaction provides a useful tool for appending indole rings to aniline fragments.
authors.affiliation: Dipartimento di Chimica e Tecnologie del Farmaco, La Sapienza, Università di Roma, P.le A. Moro 5, 00185 Rome, Italy. sandro.cacchi@uniroma1.it
authors.forename: Sandro
authors.initials: S
authors.lastname: Cacchi
authors.forename: Giancarlo
authors.initials: G
authors.lastname: Fabrizi
authors.forename: Antonella
authors.initials: A
authors.lastname: Goggiamani
authors.forename: Alessio
authors.initials: A
authors.lastname: Sferrazza
mesh_terms: D000499:Allylamine / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry*; D002384:Catalysis; D007211:Indoles / Q000138:chemical synthesis*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry; D011437:Propylamines / Q000138:chemical synthesis*
chemical_list: D001391:Azo Compounds; D007211:Indoles; D011437:Propylamines; C058556:cinnamylamine; D000499:Allylamine; D010165:Palladium