- Nickel-Catalyzed Synthesis of N-(Hetero)aryl Carbamates from Cyanate Salts and Phenols Activated with Cyanuric Chloride
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A simple and efficient domino reaction has been designed and employed for the one-pot synthesis of N-(hetero)aryl carbamates through the reaction between alcohols and in-situ produced (hetero)aryl isocyanates in the presence of a nickel catalyst. The phenolic C?O bond was activated via the reaction of phenol with cyanuric chloride (2,4,6-trichloro-1,3,5-triazine (TCT)) as an inexpensive and readily available reagent. This strategy provides practical access to N-(hetero)aryl carbamates in good yields with high functional groups compatibility.
- Dindarloo Inaloo, Iman,Esmaeilpour, Mohsen,Majnooni, Sahar,Reza Oveisi, Ali
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p. 5486 - 5491
(2020/09/04)
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- SUBSTITUTED ANILINE DERIVATIVES
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The present invention relates to aniline derivatives of the general formula (I) or salts thereof and their use, related to their KCNQ potassium ion channel opening activity.
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Page/Page column 57
(2008/06/13)
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- Photodegradation of Some Alkyl N-Arylcarbamates
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The UV photodegradation of a number of alkyl N-arylcarbamates in solution has been investigated.A mechanism for the photodegradation process is proposed.The initial excitation of the carbamate moiety involves a ?,?(excited) transition into an excited singlet state.Chemical change from this excited state proceeds primarily via homolytic cleavage of the nitrogen to alkoxycarbonyl bond to provide a radical pair in a solvent cage.The quantum efficiency for carbamate disappearance is low.The major indentifiable products are amines and photo-Fries rearrangement products (where formation is possible).The arylaminyl radical is proposed as a major reaction intermediate.It is suggested that the failure for the sum of quantum yields of formation for degradation products (amines and photo-Fries rearrangement products) to coincide with quantum yields for carbamate disappearance is due to reactions (e.g., coupling) of the aminyl radicals.The quantum yield for carbamate disappearance is independent of both methyl group substitution on the phenyl ring and excitation wavelength.In contrast, the quantum yield for the disappearance of the parent arylamine, a carbamate photodegradation product, does show dependence on these factors.
- Herweh, John E.,Hoyle, Charles E.
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p. 2195 - 2201
(2007/10/02)
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