Ali, Wajid ; Rout, Saroj K. ; Guin, Srimanta ; Modi, Anju ; Banerjee, Arghya ; Patel, Bhisma K. (2015) Copper-catalyzed cross dehydrogenative coupling of N,N-disubstituted formamides and phenols: a direct access to carbamates Advanced Synthesis & Catalysis, 357 (2-3). pp. 515-522. ISSN 1615-4150
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Official URL: https://onlinelibrary.wiley.com/doi/abs/10.1002/ad...
Related URL: http://dx.doi.org/10.1002/adsc.201400659
Abstract
An efficient copper‐catalyzed protocol has been developed for the synthesis of carbamates from dialkylformamides and phenols possessing directing groups such as benzothiazole, quinoline and formyl at the ortho‐position. In this chelation assisted approach, C-O bond formation takes place via a Cross Dehydrogenative Coupling (CDC) between the formyl C-H of dialkylformamide and phenolic O-H in the presence of copper(II)acetate/aqueous tert‐butyl hydroperoxide. Under identical reaction conditions, salicylic acid derivatives underwent amidation with the carboxylic group rather than formamidation of the phenolic OH. The use of a cheap and environmentally benign catalyst along with the tolerance of a wide range of functional groups makes this an easy, phosgene‐free route to carbamates.
Item Type: | Article |
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Source: | Copyright of this article belongs to John Wiley and Sons, Inc. |
Keywords: | Carbamates; C-H Activation; Copper Catalysis; Cross Dehyrogenative Coupling |
ID Code: | 113823 |
Deposited On: | 30 Apr 2018 12:14 |
Last Modified: | 30 Apr 2018 12:14 |
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