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3,6-Dibenzoxyl-l,2-pyridazine: A new versatile benzoyl transferring agent for NH<sub>2</sub>, -OH and -SH benzoylations

IR@NISCAIR: CSIR-NISCAIR, New Delhi - ONLINE PERIODICALS REPOSITORY (NOPR)

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Field Value
 
Creator Mashraqui, Sabir Hussain
Shivaji, Jadhav Latika
 
Date 2013-09-20T05:12:32Z
2013-09-20T05:12:32Z
2004-05
 
Identifier 0975-0983(Online); 0376-4699(Print)
http://hdl.handle.net/123456789/21272
 
Description 927-935
A newly synthesized 3,6-dibenzoxyl- 1,2-pyridazinc <b>3</b> has been investigated for its potential to transfer the benzoyl group to various organic substrates carrying -NH<sub>2</sub>, - OH and - SH groups. The benzoyl transfer is fairly general in scope, occurs under convenient conditions and provides good to excellent yields of benzoylated products. Moreover, by choosing proper conditions, it is possible to achieve chemoselective benzoylation in bi-functional molecules . For instance, N-benzoylation of aromatic amines can be selectively accomplished over that of aliphatic amines and vice versa by manipulating reaction conditions. Selective N- or O-benzoylation in aminophenols is also possible. Although, not studied in detail, we find that dibenzoate <b>3</b> can also be used to effect C-benzoylation of reactive phenols and ketones, as exemplified by the C-benzoylation of resorcinol and acetophenone, respectively. Dibenzoate <b>3</b>, besides being a crystalline, easy to handle, solid possesses twice the potential as an acyl carrier compared to the other known acyl carriers. These features make <b>3 </b>as an attractive choice for many applications pertaining to benzoyl transfer reactions.
 
Language en_US
 
Publisher NISCAIR-CSIR, India
 
Relation <span style="font-size:12.0pt;line-height:115%; font-family:"Times New Roman","serif";mso-bidi-font-weight:bold" lang="EN-IN">Inl Cl.<sup>7</sup> C 07D 237/00 </span>
 
Rights <img src='http://nopr.niscair.res.in/image/cc-license-sml.png'> <a href='http://creativecommons.org/licenses/by-nc-nd/2.5/in' target='_blank'>CC Attribution-Noncommercial-No Derivative Works 2.5 India</a>
 
Source IJC-B Vol.43B(05) [May 2004]
 
Title 3,6-Dibenzoxyl-l,2-pyridazine: A new versatile benzoyl transferring agent for NH<sub>2</sub>, -OH and -SH benzoylations
 
Type Article