Journal of Organic Chemistry p. 2949 - 2952 (1989)
Update date:2022-08-02
Topics:
Katritzky, Alan R.
Akutagawa, Kunihiko
N-Unsubstituted benzimidazoles 1 are readily converted in a one-pot sequence into 2-substituted derivatives 2 with good overall yields.N-Protection with formaldehyde and lithiation with lithium N,N-diisopropylamide (LDA), n-butyllithium, or tert-butyllithium gives the dilithiohemiaminals 6, which readily react with a range of electrophiles at the 2-carbon.The 2-substituted 1-(lithioxymethyl)benzimidazoles 7 undergo smooth acid-catalyzed dehydroxymethylation under mild conditions to give N-unsubstituted 2-substituted benzimidazoles 2.
View MoreShanghai AoBo Bio-Pharmaceutical Technology Co., Ltd.
Contact:+86-21-51320130-801, 816
Address:Room 601, No. 1011, Halei Road, Zhangjiang High-Tech Park, Pudong, Shanghai
Nanjing HuiBaiShi Biotechnology Co.,Ltd.
Contact:+86 (25)58745219
Address:No.606 Ningliu Road,LiuHe District.
website:http://www.uvchemkeys.com
Contact:0086-021-58785816
Address:RM2607 Building No.1 Guosheng, Lane 388, Zhongjiang Road, Putuo District, Shanghai 200062 China
Ceresking Ecology & Technology co.,ltd
Contact:86 22 66218397
Address:Room 1613, Zheshang Mansion, No. 1988, Yingbin Avenue, Binhai New District, Tianjin,China.
Shanghai Longjin Metallic Material Co., Ltd.
website:http://www.shlongjin.cn/
Contact:021-56517503,56502257
Address:No.16, Lane 555, Chengyin Road, Shanghai
Doi:10.1021/ja01600a063
(1956)Doi:10.1016/0008-6215(88)80007-7
(1988)Doi:10.1007/s13738-012-0159-3
(2013)Doi:10.1002/anie.202009267
(2021)Doi:10.1016/j.tet.2009.10.108
(2010)Doi:10.1016/j.tet.2009.11.053
(2010)