Journal of Organic Chemistry p. 2767 - 2770 (1990)
Update date:2022-09-26
Topics:
Shirai, Naohiro
Watanabe, Yoko
Sato, Yoshiro
Formation of benzylammonium N-methylides by fluoride anion induced desilylation of dimethyl(4-substituted benzyl)<(trimethylsilyl)methyl>ammonium halides (1) and 3-substituted benzyl analogues (6) was examined to isolate 5-<(dimethylamino)methyl>-6-methylene-1,3-cyclohexadienes (isotoluene intermediates, 3,8,10) in the Sommelet-Hauser rearrangement.Some isotoluenes were isolated and their structures were confirmed by 1H NMR analysis.The stability of the isotoluenes was dependent on the electron-donating effects of the substituents on the conjugated bonds, and 3-methoxy-substituted isotoluene 3a was the most stable compound studied.
View MoreXI'AN CHUKANG BIOTECHNOLOGY CO.,LTD
Contact:29-63685658 63685359
Address:Room 3-1202,Building 1,Oriental oasis,East of Xianning Road,Xi'an,Shaanxi 710043 P.R.China
Zouping Fuhai Technology Development Co., Ltd.
Contact:+0532-86934525 18660293207
Address:jiuhu town industrial park Zouping County,bingzhou Provincejiuhu town industrial park
Beijing Mediking Biopharm Co., Ltd.
Contact:+86-10-89753524/81760121/81769521
Address:Hongxianghong Incubator, Beiqijia Town, Changping district, Beijing, China
Tianjin Te-An Chemtech Co., Ltd.(expird)
Contact:+86-22-65378638
Address:A5-8, No.80 Haiyun Street, TEDA
Tianjin Jiuri New Materials Co., Ltd.
Contact:+86-22-58889220
Address:C-5/6, Vison Hill, No.1 Gonghua Road, Huayuan Hi-tech Park, Tianjin, China.
Doi:10.1080/10426501003713098
(2010)Doi:10.1016/j.tet.2010.10.029
(2010)Doi:10.1021/ol1030298
(2011)Doi:10.1002/ejoc.201000941
(2010)Doi:10.1039/c5cc08830e
(2016)Doi:10.1071/CH10359
(2010)