Dehydrogenative Meyer–Schuster‐Like Rearrangement: A Gold‐Catalyzed Reaction Generating an Alkyne | Zendy

Yu Yang | Zendy; Yang Weibo | Zendy; Pflästerer Daniel | Zendy; Hashmi A. Stephen K. | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Dehydrogenative Meyer–Schuster‐Like Rearrangement: A Gold‐Catalyzed Reaction Generating an Alkyne

Author(s) -

Yu Yang,

Yang Weibo,

Pflästerer Daniel,

Hashmi A. Stephen K.

Publication year - 2014

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201307647

Subject(s) - alkyne , catalysis , chemistry , medicinal chemistry , triple bond , oxidative addition , reductive elimination , combinatorial chemistry , organic chemistry , double bond

Easily accessible propargylic esters are converted to the inverted alkynyl ketones in an oxidative gold‐catalyzed reaction. Gagosz’s catalyst in combination with PhI(OAc) 2 is the best system for this conversion and 18 examples with yields up to 80 % are reported. The results indicate that the triple bond in the product is formed by elimination from a vinylgold intermediate. In a formal sense the new conversion overall is a dehydrogenative Meyer–Schuster rearrangement.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research