Synthesis of substituted anilines via a gold-catalyzed three-component reaction. Issue 4 (6th November 2020)

• Record Type: Journal Article
• Authors: Ueda, Hirofumi; Yamamoto, Ryota; Yamaguchi, Minami; Tokuyama, Hidetoshi
• Is Part Of: Organic & biomolecular chemistry. Volume 19:Issue 4(2020)
• Page Start: 765
• Page End: 769
• Publication Date: 2020-11-06
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d0ob02018d
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A three-component reaction for the synthesis of substituted anilines by a gold(i )-catalyzed domino reaction was developed. Abstract : A three-component reaction for the synthesis of substituted anilines by a gold(i )-catalyzed domino reaction was developed. Cationic gold catalysts selectively and sequentially activated two different alkynes, which were involved in pyrrole synthesis and subsequent Diels–Alder reaction. The sequential formal (3 + 2) annulation/Diels–Alder reaction of three components provided a variety of substituted anilines in a modular fashion. Moreover, utility of the aniline products was demonstrated by derivatization to substituted benzoxazines, which are pharmaceutically important heterocycles.