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 MoreBrightGene Bio-Medical Technology Co., Ltd.
website:https://en.bright-gene.com/
Contact:+86-512-62551801
Address:Building C25 - C31, No. 218 Xinghu Road, Suzhou Industrial Park, Suzhou, Jiangsu, China.
Shanghai ZaiQi Bio-Tech Co., Ltd.,
Contact:+86-21-5482 4098
Address:Bldg. No.7, No.201 MinYi Rd,Songjiang CaoHeJing High-Tech Park Shanghai 201516 P,R,China
YingYing Pharmaceutical Co.,Ltd
Contact:86-18854126208
Address:55#, yingxiongshan road
Compro Shijiazhuang Fine Chemical Co., Ltd
Contact:0086-311-89689838
Address:Economic and Technological Development Zone of Shijiazhuang,Hebei
Chemieliva Pharmaceutical Co., Ltd.
website:http://www.chemieliva.com
Contact:+86-23-67770219
Address:99 Longhua Road, Yubei District, 401147, Chongqing, China Email: sales@chemieliva.com Tel:0086-23-67770219 Fax: 0086-23-67770220 Attn: Andy Huang
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)