Preparative-scale synthesis of amino coumarins through new sequential nitration and reduction protocol

Chaudhari, HK; Pahelkar, A; Takale, BS

HERO ID

4132342

Reference Type

Journal Article

Year

2017

HERO ID 4132342
In Press No
Year 2017
Title Preparative-scale synthesis of amino coumarins through new sequential nitration and reduction protocol
Authors Chaudhari, HK; Pahelkar, A; Takale, BS
Journal Tetrahedron Letters
Volume 58
Issue 43
Page Numbers 4107-4110
Abstract In contrast to the conventional deleterious approach for nitration (for example HNO3/H2SO4) and for reduction (for example Zn/HCl), we hypothesized that sensitive heterocycles such as coumarins could not withstand with those hard conditions. Hence, while studying this reaction sequence to prepare amino coumarins (which is our ongoing project to synthesize antitubercular coumarin agents), we came across mild and greener reagent for nitration using calcium nitrate (Ca(NO3)(2)center dot 4H(2)O; lime nitrate), and reduction using D-glucose. These two mild, chemoselective, high yielding methods are discussed herein. (C) 2017 Elsevier Ltd. All rights reserved.
Doi 10.1016/j.tetlet.2017.09.040
Wosid WOS:000413386300019
Is Certified Translation No
Dupe Override No
Is Public Yes
Keyword Amines; Coumarins; Nitration; Pharmaceuticals; Reduction