Citation: Guo Feng HUANG, Xiao Tian LIANG. SOME INTERESTING REACTIONS OF AN N-BROMOMETHYL QUATERNARY AMMONIUM SALT WITH HALOPHILIC REAGENTS[J]. Chinese Chemical Letters, ;1994, 5(8): 663-666. shu

SOME INTERESTING REACTIONS OF AN N-BROMOMETHYL QUATERNARY AMMONIUM SALT WITH HALOPHILIC REAGENTS

Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050

Received Date: 30 May 1994

N-Bromomethyl-N-methyl-1,2,3,4-tetrahydro-iso-quinolinium bromide(1) reacted with sodium 2,6-di-tert-butylphenoxide to afford compound 2a,3a,4 and 5 via the benzylic N-ylide intermediate.Meanwhile,when compound 1 reacted with tri-n-butylphosphine,the coupling compound 7 was obtained via demethylation reaction.The reaction mechanisms were discussed.
1. [1]
  Ya-Ling Li , Jia-Wei Ke , Yue Liu , Dong-Mei Yao , Jing-Dong Zhang , You-Cai Xiao , Fen-Er Chen . Asymmetric conjugated addition of aryl Grignard reagents for the construction of chromanones bearing quaternary stereogenic centers in batch and flow. Chinese Chemical Letters, 2025, 36(6): 110377-. doi: 10.1016/j.cclet.2024.110377
2. [2]
  Xue Du , Ze-Hua Sun , Penglei Zhang , Li-Ping Xu , Xiaodong Xiong . Asymmetric chloro– and selenocyclization of 2-alkenyl anilides enabled by tertiary ammonium salt catalysis. Chinese Chemical Letters, 2026, 37(4): 111259-. doi: 10.1016/j.cclet.2025.111259
3. [3]
  Shengkai Li , Yuqin Zou , Chen Chen , Shuangyin Wang , Zhao-Qing Liu . Defect engineered electrocatalysts for C–N coupling reactions toward urea synthesis. Chinese Chemical Letters, 2024, 35(8): 109147-. doi: 10.1016/j.cclet.2023.109147
4. [4]
  Gregorio F. Ortiz . Some facets of the Mg/Na₃VCr_0.5Fe_0.5(PO₄)₃ battery. Chinese Chemical Letters, 2024, 35(10): 109391-. doi: 10.1016/j.cclet.2023.109391
5. [5]
  Jinjie Lu , Qikai Liu , Yuting Zhang , Yi Zhou , Yanbo Zhou . Antibacterial performance of cationic quaternary phosphonium-modified chitosan polymer in water. Chinese Chemical Letters, 2024, 35(9): 109406-. doi: 10.1016/j.cclet.2023.109406
6. [6]
  Zhi-Peng Bao , Hefei Yang , Ru-Han A , Yuanrui Wang , Xiao-Feng Wu . Carbonylative five-component synthesis of amides and esters with α-quaternary carbon center. Chinese Chemical Letters, 2025, 36(11): 111150-. doi: 10.1016/j.cclet.2025.111150
7. [7]
  Saima Perveen , Xicheng Wang , Tao Li , Linghua Wang , Shuai Zhang , Yizhao Ouyang , Xue Zhao , Liang Xu , Pengfei Li . Enantioconvergent reductive amidation of benzyl ammonium salts for synthesis of α-chiral amides. Chinese Chemical Letters, 2026, 37(1): 111779-. doi: 10.1016/j.cclet.2025.111779
8. [8]
  Yadong Li , Feng-Huan Du , Junjie Li , Jun Xu , Zhifang Yang , Shanshan Li , Chi Zhang , Yunfei Du . Preparation of benziodazole-triflate and its application as both 2-iodobenzamido- and triflate-transfer reagents. Chinese Chemical Letters, 2025, 36(6): 110338-. doi: 10.1016/j.cclet.2024.110338
9. [9]
  Mei Peng , Wei-Min He . Photochemical synthesis and group transfer reactions of azoxy compounds. Chinese Chemical Letters, 2024, 35(8): 109899-. doi: 10.1016/j.cclet.2024.109899
10. [10]
  Shehla Khalid , Muhammad Bilal , Nasir Rasool , Muhammad Imran . Photochemical reactions as synthetic tool for pharmaceutical industries. Chinese Chemical Letters, 2024, 35(9): 109498-. doi: 10.1016/j.cclet.2024.109498
11. [11]
  Pan Zhou , Ting Zou , Hong-Jian Song , Yu-Xiu Liu , Qing-Min Wang . Advances in organoelectrochemical copper-catalyzed reactions. Chinese Chemical Letters, 2026, 37(1): 111673-. doi: 10.1016/j.cclet.2025.111673
12. [12]
  Yunfei Fu , Hui Li , Chengfei Liu , Wei Tian . Chemical reactions in living cells for enhanced biological treatment. Chinese Chemical Letters, 2026, 37(4): 112220-. doi: 10.1016/j.cclet.2025.112220
13. [13]
  Xiang Huang , Dongzhen Xu , Yang Liu , Xia Huang , Yangfan Wu , Dongmei Fang , Bing Xia , Wei Jiao , Jian Liao , Min Wang . Asymmetric synthesis of difluorinated α-quaternary amino acids (DFAAs) via Cu-catalyzed difluorobenzylation of aldimine esters. Chinese Chemical Letters, 2024, 35(12): 109665-. doi: 10.1016/j.cclet.2024.109665
14. [14]
  Yuhao Zhou , Siyuan Wu , Xiaozhe Ren , Hongjin Li , Shu Li , Tianying Yan . Effects of salt fraction on the Na⁺ transport in salt-in-ionic liquid electrolytes. Chinese Chemical Letters, 2025, 36(6): 110048-. doi: 10.1016/j.cclet.2024.110048
15. [15]
  Denghong Zhao , Mingwei Yang , Yichuan Zhang , Long Qin , Hang Liu , Hongji Chen , Maoguo Tan , Zhongyi Yin , Bin Sun , Yu Shen , Haijiao Xie , Heyan Jiang . Microwave assisted metal-free catalysts preparation from waste plastics for efficient pollutants degradation: Interesting relationship between plastic types and nonradical/radical pathways. Chinese Chemical Letters, 2026, 37(3): 111631-. doi: 10.1016/j.cclet.2025.111631
16. [16]
  Yanqi Wu , Yuhong Guan , Peilin Huang , Hui Chen , Liping Bai , Zhihong Jiang . Preparation of norovirus GII loop mediated isothermal amplification freeze-drying microsphere reagents and its application in an on-site integrated rapid detection platform. Chinese Chemical Letters, 2024, 35(9): 109308-. doi: 10.1016/j.cclet.2023.109308
17. [17]
  Ruilong Geng , Lingzi Peng , Chang Guo . Dynamic kinetic stereodivergent transformations of propargylic ammonium salts via dual nickel and copper catalysis. Chinese Chemical Letters, 2024, 35(8): 109433-. doi: 10.1016/j.cclet.2023.109433
18. [18]
  Quanxing Mao , Zhengliang Wang , Zhinan Hu , Ziqi Yang , Hui Li , Yali Yao , Zijun Yong , Tianyi Ma . Facial detection of formaldehyde by using acidichromic carbon dots and the reaction between formaldehyde and ammonium chloride. Chinese Chemical Letters, 2025, 36(7): 110499-. doi: 10.1016/j.cclet.2024.110499
19. [19]
  Qiangwei Wang , Huijiao Liu , Mengjie Wang , Haojie Zhang , Jianda Xie , Xuanwei Hu , Shiming Zhou , Weitai Wu . Observation of high ionic conductivity of polyelectrolyte microgels in salt-free solutions. Chinese Chemical Letters, 2024, 35(4): 108743-. doi: 10.1016/j.cclet.2023.108743
20. [20]
  Kailong Zhang , Chao Zhang , Luanhui Wu , Qidong Yang , Jiadong Zhang , Guang Hu , Liang Song , Gaoran Li , Wenlong Cai . Chloride molten salt derived attapulgite with ground-breaking electrochemical performance. Chinese Chemical Letters, 2024, 35(10): 109618-. doi: 10.1016/j.cclet.2024.109618

Get Citation

PDF

XML

Metrics

PDF Downloads(1)
Abstract views(1402)
HTML views(37)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Address：Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888

DownLoad: Full-Size Img PowerPoint

Return