29111-77-1

Upstream product

• 14803-72-6 methyl N-(4-methoxyphenyl)carbamate 
• 79-22-1 methyl chloroformate 
• 96-96-8 4-methoxy-2-nitroaniline 
• 67-56-1 methanol 
• 2603-10-3 N-phenyl methyl carbamate 

Downstream Products

• 1221498-27-6 methyl allyl(4-methoxy-2-nitrophenyl)carbamate 

Relevant academic research and scientific papers

Acylamino-Directed Specific Sequential Difunctionalizations of Anilides via Metal-Free Relay Reactions for p-Oxygen and o-Nitrogen Incorporation

Novel acylamino-directed relay disubstitutions realize the sequential difunctionalizations of anilides (1) under mild and metal-free conditions for the first time. This [bis(trifluoroacetoxy)iodo]benzene (PIFA) and BF3·Et2O promoted straightforward reaction produces a series of p-acetoxyl- or p-alkoxyl-o-nitro-N-arylamides (2), which are key scaffolds of various drugs, functional materials, and bioactive molecules. The flexibility with respect to the functional groups in these products affords this novel protocol excellent versatility for synthetic applications.

The first intramolecular Heck-Matsuda reaction and its application in the syntheses of benzofurans and indoles

In this Letter, we report, for the first time, the development of an efficient method for the intramolecular Heck reaction of arenediazonium salts in the synthesis of benzofuran and indole derivatives. In addition, this methodology allowed the synthesis of a series of dihydrobenzofuran acetic acid derivatives via a domino Heck-Matsuda coupling-carbonylation reaction.

Synthesis of alkyl N-(C-nitrosoaryl)carbamates and some reactions thereof

Reactions of alkyl N-phenylcarbamates, m-di(methoxycarboxyamido)benzene, and methyl N-(o-tolyl)carbamate with nitrosylsulfuric acid in glacial acetic acid afford N-(C-nitrosoaryl)carbamates; under these conditions tert-bulyl N-phenylcarbamate suffers decarboxylation, methyl N-(p-tolyl)-, methyl N-(p-methoxyphenyl)carbamates, o-and p-di(methoxycarboxyamido)benzenes are nitrated, and isomeric methyl N-nitrophenylcarbamates and methyl N-(p-bromophenyl)carbamate do not react. The reduction of N-(C-nitrosoaryl)carbamates with dithionite afforded the corresponding aminocarbamates; the oxidation with nitric acid yielded carbamate nitro derivatives; the condensation with aniline and benzylpyridinium chloride resulted in carbamate derivatives of azobenzene and phenylnitron.