Encyclopedia of Reagents for Organic Synthesis 2001
DOI: 10.1002/047084289x.rd390
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Dimethylthiocarbamoyl Chloride

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“…The thermally induced rearrangement of O -arylthiocarbamates ( 1 ) was discovered in the 1960s and is commonly referred to as the Newman−Kwart rearrangement (NKR). The ready preparation of N , N -dimethyl O -arylthiocarbamates from the corresponding phenol, and the facile cleavage of the S -arylthiocarbamate rearrangement products ( 2 ), has resulted in the NKR becoming one of the prime routes to thiophenols, Scheme , with applications as diverse as chiral ligands, agrochemicals, dyestuffs, pharmaceutical intermediates, copper−protein mimics, and precursors to supramolecular assemblies …”
Section: Introductionmentioning
confidence: 99%
“…The thermally induced rearrangement of O -arylthiocarbamates ( 1 ) was discovered in the 1960s and is commonly referred to as the Newman−Kwart rearrangement (NKR). The ready preparation of N , N -dimethyl O -arylthiocarbamates from the corresponding phenol, and the facile cleavage of the S -arylthiocarbamate rearrangement products ( 2 ), has resulted in the NKR becoming one of the prime routes to thiophenols, Scheme , with applications as diverse as chiral ligands, agrochemicals, dyestuffs, pharmaceutical intermediates, copper−protein mimics, and precursors to supramolecular assemblies …”
Section: Introductionmentioning
confidence: 99%
“…The 3-phenylglycidol , 1 (Scheme ) was treated first with sodium hydride in THF in the presence of a catalytic amount of imidazole and then with the dimethylthiocarbamoyl chloride , [ClC(S)NMe 2 ] in an attempt to prepare thiocarbamate 2 . The product, isolated in 67% yield, showed the expected elemental composition (HRMS).…”
mentioning
confidence: 99%