Reactions of primary and secondary amines with fluoronitrene generated from isopropyl N, N-difluorocarbamate
DL Klopotek, BG Hobrock, P Kovacic…
Index: Klopotek, David L.; Hobrock, Brice G.; Kovacic, Peter; Jones, Martin B. Journal of Organic Chemistry, 1980 , vol. 45, # 9 p. 1665 - 1667
Full Text: HTML
Citation Number: 3
Abstract
Isopropyl N, N-difluorocarbamate deaminates primary amines, RNHz, affording RH, Nz, RNHC02-i-C3H7, and RNHz. HF. With secondary amines, dibenzylamine gives bibenzyl, whereas pyrrolidine yields a ring-expansion product, 2, 3, 4, 5-tetrahydropyidazine. The reactions are consistent with the generation of fluoronitrene and subsequent production of the intermediates RN= NH from RNH2 and R2N= N from RzNH. The advantages of using ...
Related Articles:
Smooth Isoindolinone Formation from Isopropyl Carbamates via Bischler–Napieralski-Type Cyclization
[Adachi, Satoshi; Onozuka, Masao; Yoshida, Yuko; Ide, Mitsuaki; Saikawa, Yoko; Nakata, Masaya Organic Letters, 2014 , vol. 16, # 2 p. 358 - 361]
Study of the stability of carbocations by chlorosulfonyl isocyanate reaction with ethers
[Kim, Ji Duck; Han, Gyoonhee; Jeong, Lak Shin; Park, Hyun-Ju; Zee, Ok Pyo; Jung, Young Hoon Tetrahedron, 2002 , vol. 58, # 22 p. 4395 - 4402]
New agents for alkoxycarbonylation of amines
[Ohta, Akihiro; Inagawa, Yukiko; Inoue, Masami; Shimazaki, Makoto; Mamiya, Yukari Journal of Heterocyclic Chemistry, 1985 , vol. 22, p. 1173 - 1177]
New agents for alkoxycarbonylation of amines
[Ohta, Akihiro; Inagawa, Yukiko; Inoue, Masami; Shimazaki, Makoto; Mamiya, Yukari Journal of Heterocyclic Chemistry, 1985 , vol. 22, p. 1173 - 1177]
[Patonay, Tamas; Patonay-Peli, Erzsebet; Mogyorodi, Ferenc Synthetic Communications, 1990 , vol. 20, # 18 p. 2865 - 2885]