Journal of Organic Chemistry p. 4507 - 4511 (1986)
Update date:2022-08-03
Topics: Explanation
Suzuki, Akira
Miyaura, Norio
Abiko, Shigeo
Itoh, Mitsuomi
Midland, M., Mark
et al.
Lithium (1-alkynyl)organoborates, readily prepared from organoboranes and lithium acetylides, undergo a facile reaction at low temperature with iodine to for internal acetylenes in high yield.Unlike conventional methods for the preparation of acetylenes via nucleophilic displacement, the reaction is applicable to both primary and secondary as well as aromatic and functionally substituted groups.The use of lithium acetylide-ethylenediamine form the formation of the organoborate extends the reaction to terminal acetylenes.This reaction occurs with complete retention of the configuration about the boron-carbon bond.The procedure, with its exceptionally broad applicability, provides a simple, general route to internal and terminal acetylenes.
View MoreYingkou Sanzheng Organic Chemical Co. Ltd.
Contact:+86-417-3638818
Address:25 Gengxinli Village, Daqing Road, Yingkou, Liaoning, China
Changsha Huajing Powdery Material Technological Co., Ltd.
Contact:86-731-88879686
Address:Building 2, West Garden, Main Campus of Central South University, Changsha, Hunan Province, China
Shanghai Bojing Chemical Co., Ltd.
Contact:021-37122233
Address:6F Buildiing 11,No.388,Baifu Road,District Fengxian.Shanghai, China.
Contact:Tel:+86-29-88764861 Fax:+86-29-88764861
Address:Rm#2107, Block A, Epin Meidao Building, Gaoxin Rd, Hi-Tech Zone, Xi’an, China
Lianyungang Ningkang Chemical Co., Ltd
Contact:.+86-518-88588008
Address:http://www.chemnk.com
Doi:10.1021/jo00192a008
(1984)Doi:10.1246/bcsj.79.1126
(2006)Doi:10.1021/acs.orglett.9b01402
(2019)Doi:10.1002/adsc.200600318
(2006)Doi:10.1002/ejic.200500621
(2006)Doi:10.1021/jo061160h
(2006)