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REVISITING CLASSICAL NUCLEOPHILIC SUBSTITUTIONS IN AQUEOUS MEDIUM: MICROWAVE-ASSISTED SYNTHESIS OF ALKYL AZIDES
Citation:
JU, Y., D. KUMAR, AND R. S. VARMA. REVISITING CLASSICAL NUCLEOPHILIC SUBSTITUTIONS IN AQUEOUS MEDIUM: MICROWAVE-ASSISTED SYNTHESIS OF ALKYL AZIDES. Presented at 231st ACS National Meeting, Atlanta, GA, March 26 - 30, 2006.
Impact/Purpose:
To inform the public
Description:
An efficient and clean synthesis of alkyl azides using microwave (MW) radiation is described in aqueous medium by reacting alkyl halides or tosylates with alkali azides. This general and expeditious MW-enhanced approach to nucleophilic substitution reactions is applicable to the formation alkyl thiocyanides with added advantage that various functional groups such as ester, carboxylic acid, carbonyl and hydroxyl etc. are tolerated under mild reaction conditions that does not require the use of a phase transfer reagent. Our exploration of this catalyst-free strategy to accomplish MW-assisted one-pot 1,3-dipolar cycloaddition reaction of alkynes with in situ generated alkyl azides will be discussed.