33143-51-0

Upstream product

• 21040-45-9 Cinnamyl acetate 
• 1189-71-5 isocyanate de chlorosulfonyle 
• 22665-13-0 1-phenylallyl methyl ether 
• 24808-73-9 (E)-(3-methoxyprop-1-en-1-yl)benzene 
• 16277-67-1 (Z)-(3-methoxyprop-1-en-1-yl)benzene 
• 104-55-2 3-phenyl-propenal 
• 598-55-0 methyl carbamate 

Downstream Products

• 4335-60-8 (E)-cinnamylamine 

Relevant academic research and scientific papers

Rapid and convenient microwave-assisted synthesis of primary amines via reductive N-alkylation of methyl carbamate with aldehydes

Microwave-assisted reductive alkylation of methyl carbamate with a range of aldehydes provides, after basic work-up, an experimentally simple, one-pot method for rapid functional group interconversion of structurally diverse aldehydes into primary amines. The method has several advantages over more traditional methods of carrying out this transformation and is particularly amenable to high-throughput synthesis.

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.

Palladium(0)-Catalyzed Amination of Allylic Acetate with Methyl Carbamate

Methyl sodiocarbamate, a recalcitrant nucleophile toward ?-allylpalladium intermediate, was found to react with allylic acetates to give allylic carbamates in the presence of a catalytic amount of Pd(PPh3)4 in THF-DMSO mixed solvent.