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Efficient synthesis of N-acylbenzotriazoles using tosyl chloride: en route to suberoylanilide hydroxamic acid (SAHA)
Journal article   Open access  Peer reviewed

Efficient synthesis of N-acylbenzotriazoles using tosyl chloride: en route to suberoylanilide hydroxamic acid (SAHA)

Khalid A. Agha, Nader E. Abo-Dya, Tarek S. Ibrahim and Eatedal H. Abdel-Aal
ARKIVOC free online journal of organic chemistry, Vol.2016(3), pp.161-170
08/03/2016

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
Various carboxylic acids were converted into N-acylbenzotriazoles (90-97 % isolated yields) via a one-pot synthesis involving activation of carboxylic acids with tosyl chloride. The novel protocol enabled stepwise manipulation of both carboxylic groups of suberic acid en route to Vorinostate (SAHA). In addition to the high yield of SAHA (84% yield over four steps) the new method comprises a simple work up and short reaction times.
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https://doi.org/10.3998/ark.5550190.p009.459View
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