title: Preparation of functional benzofurans, benzothiophenes, and indoles using ester, thioester, and amide via intramolecular Wittig reactions.
abstract: Preparation of new types of highly functional benzofurans, benzothiophenes, and indoles is realized via intramolecular Wittig reactions with the corresponding ester, thioester, and amide functionalities. The key intermediates, phosphorus ylides, presumably result from the addition of Bu(3)P toward aldehydes followed by acylation and deprotonation. Synthesis of functional benzofurans directly starting from salicylic aldehyde derivatives with acid chlorides in a one-step procedure is also developed.
authors.affiliation: Department of Chemistry, National Taiwan Normal University, Taipei, Taiwan, ROC.
authors.forename: Siang-en
authors.initials: SE
authors.lastname: Syu
authors.forename: Yu-Ting
authors.initials: YT
authors.lastname: Lee
authors.forename: Yeong-Jiunn
authors.initials: YJ
authors.lastname: Jang
authors.forename: Wenwei
authors.initials: W
authors.lastname: Lin
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis; D000577:Amides / Q000737:chemistry*; D001555:Benzene Derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D004952:Esters; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000447:Aldehydes; D000577:Amides; D001555:Benzene Derivatives; D001572:Benzofurans; D004952:Esters; D007211:Indoles; D013876:Thiophenes