86766-60-1

Upstream product

• 67-56-1 methanol 
• 55887-59-7 1-Phenyl-allylisocyanat 
• 300-57-2 allylbenzene 
• 1027911-01-8 (2,2,2-Trichloro-acetyl)-carbamic acid (E)-3-phenyl-allyl ester 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 1078-70-2 3-phenylprop-2-enyloxycarbonylamine 
• 1189-71-5 isocyanate de chlorosulfonyle 
• 16277-67-1 (Z)-(3-methoxyprop-1-en-1-yl)benzene 
• 24808-73-9 (E)-(3-methoxyprop-1-en-1-yl)benzene 
• 22665-13-0 1-phenylallyl methyl ether 

Downstream Products

• 4393-21-9 1-(phenyl)allylamine 
• 86766-76-9 Methyl N-(1-Phenyl-1-propenyl)carbamate 
• 86766-70-3 N-methyl-N-<α-phenyl-allyl>amine 

Relevant academic research and scientific papers

Study of the stability of carbocations by chlorosulfonyl isocyanate reaction with ethers

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

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

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.

A new synthetic method for the preparation of amino sugars through an allyl cyanate-to-isocyanate rearrangement

A new approach for the synthesis of amino sugars using an allyl cyanate-to-isocyanate rearrangement has been developed. The key feature in this method involves introduction of the nitrogen substituent into the pyranose framework by [3,3] sigmatropic rearrangement of an allyl cyanate. Subsequent functionalization of the allylamine moiety by either hydroxylation or cyclofunctionalization completes the synthesis of two amino sugars, D-perosamine and D-vicenisamine.