Angewandte Chemie - International Edition p. 1144 - 1147 (2014)
Update date:2022-08-05
Topics:
Yu, Yang
Yang, Weibo
Pflaesterer, Daniel
Hashmi, A. Stephen K.
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. It takes alkynes: Propargyl esters can be converted into alkynyl ketones by a new oxidative gold-catalyzed reaction. The best catalyst system is Ph3PAuCl/AgNTf2 in combination with the oxidant PhI(OAc)2. The yields are as high as 80 % and the reaction can be conducted in the presence of air. Copyright
View MoreChina Synchem Technology Co.,Ltd
website:http://www.cnsynchem.com
Contact:+86-0552-4929311
Address:No.217 Daqing Road
Hunan Shineway Enterprise Co., Ltd.
Contact:+86-731-86303875
Address:118, Huanghua International Airport Road, Huanghua Town, Changsha, Hunan 410137, China
Suzhou Wedo Chemicals Co., Ltd.
Contact:86 512 58100425
Address:Zonger Road, DongSha Industry Park , Zhangjiagang, Jiangsu, China
shanghai tuomiao chemicial co.,ltd.
website:https://www.tuomiaochem.com/
Contact:021 - 59853336
Address:shanghai
Contact:+86 21 34123252
Address:14, 4580 Dushi, Shanghai, China
Doi:10.1016/S0277-5387(97)00003-X
(1997)Doi:10.1021/jo970596h
(1997)Doi:10.1016/S0960-894X(01)00133-0
(2001)Doi:10.1021/acs.orglett.5b02527
(2015)Doi:10.1055/s-1998-1922
(1998)Doi:10.1016/S0040-4039(98)01848-6
(1998)