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Water‐Mediated, Highly‐Efficient and Improved Protocol for the Synthesis of Vesamicol, Its Analogues and β‐Blockers through the Highly‐Chemoselective Aminolysis of Epoxides
Author(s) -
Agarwal Jyoti,
Peddinti Rama Krishna
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201901133
Subject(s) - aminolysis , reagent , yield (engineering) , chemistry , combinatorial chemistry , catalysis , bifunctional , atom economy , organic chemistry , reaction conditions , chemical synthesis , materials science , biochemistry , metallurgy , in vitro
An efficient, eco‐friendly and cost‐effective protocol has been developed for the synthesis of vesamicol, benzovesamicol, spirovesamicol, their analogues and drug molecules such as Naftopidil and SR 59230 A. In this reaction, water has played dual role i. e . of i) bifunctional catalyst and ii) reaction medium. Except reactants, no other chemical reagent/promotor is required to afford the products. Reaction follows 100% atom economy and has been found to be highly chemo‐selective. All studied reactions worked well to yield the corresponding products in excellent to near quantitative yields without following the tedious and time consuming column chromatography as purification step. Thus, this protocol provides the vesamicol and other products without generating any chemical waste to the environment . Furthermore, this methodology has been successfully applied for 15 gm scale also.