296777-69-0Relevant articles and documents
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
, p. 4395 - 4402 (2007/10/03)
The stability order of various alkyl, allyl, and benzyl carbocations was investigated using the novel technique for comparing the stability of carbocations in solution developed by using a simple CSI reaction with various ethers. The p-methoxycinnamyl carbocation was the most stable in our reaction system and the next stable carbocation was the p-methoxybenzyl carbocation. The stability of the other carbocations decreased with methacryl, t-butyl, cinnamyl, acryl, benzyl, 2° and allyl carbocations in that order.
Synthesis of N-protected allylic amines from allyl ethers
Kim, Ji Duck,Lee, Min Hee,Han, Gyoonhee,Park, Hyunju,Zee, Ok Pyo,Jung, Young Hoon
, p. 8257 - 8266 (2007/10/03)
A synthetic method for N-protected allylic amines from allyl ethers using chlorosulfonyl isocyanate (CSI) is presented. The reaction of 4-phenylbut-2-enyl methyl ether (1i) with CSI afforded methyl N-(1-benzylallyl)carbamate (2i) and methyl N-(4-phenylbut
Novel synthetic method for N-allylcarbamates from allyl ethers using chlorosulfonyl isocyanate
Kim, Ji Deuk,Lee, Min Hee,Lee, Min Jung,Jung, Young Hoon
, p. 5073 - 5076 (2007/10/03)
Various allyl ethers were converted into the corresponding N- allylcarbamates using chlorosulfonyl isocyanate (CSI) via the stable allylic carbocation rather than β-lactam through [2+2] cycloaddition. The reaction of cinnamyl methyl ether with CSI afforded only methyl N-cinnamylcarbamate at 0°C, but at 20°C, it produced a mixture of methyl N-cinnamylcarbamate and methyl N-(l-phenylprop-2-enyl)carbamate in a 2.7:1 ratio. (C) 2000 Elsevier Science Ltd.