New applications of boc-oxyma, o-nosylOXY and nitrobenzene sulfonic acids in organic synthesis
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The works presented in this thesis are mainly focused on the development of new methodologies for the synthesis of hydroxamic acids, ureas, carbamates, thiocarbamates, alcohols, and arylamines. The whole structure of the thesis is depicted in Scheme 1. The importance of the compounds mentioned above, their existing synthetic methods, and drawbacks associated with the existing methods are briefly discussed in chapter 1. Boc-Oxyma mediated racemization-free synthesis of hydroxamic acids from carboxylic acids is described in chapter 2. In chapter 3, we described a simple and efficient method for the synthesis of ureas, carbamates, and thiocarbamates via Lossen rearrangement of the hydroxamic acids using Boc-Oxyma. In chapter 4, we described a versatile synthetic methodology for the racemization free synthesis of β-amino alcohols directly from carboxylic acids using ortho- NosylOXY. In chapter 5, we described the development of a new protocol for the synthesis of arylamines directly by the reaction of nitrobenzene sulfonic acid with amines via ipso nucleophilic aryl substitution (iSNAr) process.
Supervisor: Bhubaneswar Mandal