Brønsted Acid Catalyzed Intramolecular Hydroarylation for the Synthesis of Cycloalkenyl Selenides and Tellurides. Issue 13 (13th March 2013)

• Record Type: Journal Article
• Authors: Eom, Dahan; Park, Sangjune; Park, Youngchul; Lee, Kooyeon; Hong, Gilbert; Lee, Phil Ho
• Is Part Of: European journal of organic chemistry. Issue 13(2013)
• Page Start: 2672
• Page End: 2682
• Publication Date: 2013-03-13
• Subjects: Synthetic methods -- Hydroarylation -- Brønsted acids -- Alkenes -- Selenium -- Tellurium; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201201763
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: Trifluoromethanesulfonic acid catalyzed intramolecular hydroarylation of alkynyl selenides and tellurides is developed for the preparation of cycloalkenyl selenide and telluride derivatives through a selective 6‐ and 7‐ endo mode. The cycloalkenyl selenides and tellurides can be easily converted into a wide range of other valuable functionalities, including cyclic olefins, allylic alcohols, enynes, 1, 3‐dienes, and α, β‐unsaturated aldehydes. Abstract : Trifluoromethanesulfonic acid catalyzed intramolecular hydroarylation of alkynyl selenides and tellurides is developed for the preparation of cycloalkenyl selenide and telluride derivatives through a selective 6‐ and 7‐ endo mode. The cycloalkenyl selenides and tellurides can be easily converted into a variety of valuable functionalities, including cyclic olefins, allylic alcohols, enynes, 1, 3‐dienes, and α, β‐unsaturated aldehydes.