Preparation of Functional Benzofurans, Benzothiophenes, and Indoles Using Ester, Thioester, and Amide via Intramolecular Wittig Reactions

• Published in: Organic letters Vol. 13; no. 11; pp. 2970 - 2973
• Main Authors: Syu, Siang-en, Lee, Yu-Ting, Jang, Yeong-Jiunn, Lin, Wenwei
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 03.06.2011; Amer Chemical Soc
• Subjects: Aldehydes - chemical synthesis; Amides - chemistry; Benzene Derivatives - chemical synthesis; Benzene Derivatives - chemistry; Benzofurans - chemical synthesis; Benzofurans - chemistry; Chemistry; Chemistry, Organic; Esters; Indoles - chemical synthesis; Indoles - chemistry; Molecular Structure; Physical Sciences; Science & Technology; Thiophenes - chemical synthesis; Thiophenes - chemistry; REARRANGEMENT; POTENT; CATALYZED DIRECT; HETEROCYCLES; EFFICIENT SYNTHESIS; H BOND FUNCTIONALIZATION; ALKYNES

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 Bu3P toward ald...