title: Heck reaction on protected 3-alkyl-1,2-dien-1-ols: an approach to substituted 3-alkenylindoles, 2-alkoxy-3-alkylidene-2,3-dihydrobenzofuranes and -indolidines.
abstract: A phosphine-free annulation reaction has been exploited for the preparation of substituted 3-alkenylindoles, 2-alkoxy-3-alkylidene-2,3-dihydrobenzofuranes and -indolidines in good to excellent yields. This has been done by reaction of protected 3-alkyl-1,2-dienols with o-iodophenols or protected o-iodoanilines. Two different heterocyclic skeletons were obtained, depending on the electron-donating properties of the heteroatom involved in the annulation process.
authors.affiliation: Dipartimento di Chimica Generale e Chimica Organica, Università degli studi di Torino, Via Pietro Giuria, 7, 10125 Torino, Italy.
authors.forename: Tommaso
authors.initials: T
authors.lastname: Boi
authors.forename: Annamaria
authors.initials: A
authors.lastname: Deagostino
authors.forename: Cristina
authors.initials: C
authors.lastname: Prandi
authors.forename: Silvia
authors.initials: S
authors.lastname: Tabasso
authors.forename: Antonio
authors.initials: A
authors.lastname: Toppino
authors.forename: Paolo
authors.initials: P
authors.lastname: Venturello
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D001572:Benzofurans; D007211:Indoles