Journal of the American Chemical Society p. 7984 - 7987 (1991)
Update date:2022-08-04
Topics:
Gallagher, Donald J.
Beak, Peter
A careful reinvestigation of a recent report in which the iodine-lithium exchanges of 2-iodo-3-(deuterioxymethyl)quinoline (1) and 2-iodo-3-(hydroxymethyl)quinoline (4) are interpreted to have occurred prior to abstraction of the alcoholic hydrogen has been carried out. Accurate analyses of the reaction products by FI mass spectrometry give results that are different from those recently reported and are consistent with a mechanism in which removal of the acidic hydrogen takes place prior to iodine-lithium exchange on a molecular scale. The interpretation that suggested the opposite sequence was based on deuterium incorporation values that appear to be inaccurate due to the limitations of the 1H NMR methods used.
View MoreDongtai Xinyuan Chemical Co., Ltd.
Contact:+86-21-56733000
Address:404F, 99Nong No.117 Zhongtan Rd. Shanghai
Changzhou Jiana Chemical Co.,Ltd
website:http://www.jianachem.com
Contact:86-0519-88731808
Address:Zhenglu Town Wujin City, Jiangsu Province
Contact:0086-29-89196322
Address:North of the Fifth Keji Road, Hi-Tech Industrial Zone, Xi'an City, Shaanxi Province, China
Zhejiang Haizhou Pharmaceutical Co., Ltd.
website:https://www.haizhoupharma.com/
Contact:+86-576-88221016
Address:No. 19, Donghai 5th Avenue, Yanhai Industrial Zone, Linhai, Zhejiang, China
Tangshan Moneide Trading Co., Ltd.
Contact:+86-315-8309571
Address:2-7-420 Jidong Building Materials Commercial Center, Tangshan, Hebei, 064000 China
Doi:10.1016/j.saa.2007.04.007
(2008)Doi:10.1021/om700967a
(2008)Doi:10.1021/jo7026849
(2008)Doi:10.1248/cpb1953.3.53
(1955)Doi:10.1016/j.bmc.2020.115328
(2020)Doi:10.1016/j.bmc.2007.10.007
(2008)