dc.contributor.author |
Kumar, Indresh |
|
dc.date.accessioned |
2021-10-27T04:27:14Z |
|
dc.date.available |
2021-10-27T04:27:14Z |
|
dc.date.issued |
2020 |
|
dc.identifier.uri |
https://pubs.rsc.org/en/content/articlelanding/2020/ob/c9ob02501d |
|
dc.identifier.uri |
http://dspace.bits-pilani.ac.in:8080/xmlui/handle/123456789/3159 |
|
dc.description.abstract |
A simple and straightforward method for the synthesis of 4-iodo and 5-iodopyrrole-3-carboxaldehydes is developed from a common set of starting materials by tuning the reaction conditions. This sequential multicomponent protocol involves I2-mediated regioselective C4-iodination and aromatization of intermediate dihydropyrrole, generated through proline-catalyzed direct Mannich reaction-cyclization sequence between succinaldehyde and imines, to access 4-iodopyrroles. While aerobic oxidative aromatization of dihydropyrrole to pyrrole followed by NIS-mediated regioselective iodination furnished 5-iodopyrroles in a two-pot fashion. A series of site-selective C4/C5-iodopyrroles have been synthesized in good to high yields (up to 78%) and DFT calculations of these compounds were also performed. |
en_US |
dc.language.iso |
en |
en_US |
dc.publisher |
RSC |
en_US |
dc.subject |
Chemistry |
en_US |
dc.subject |
Synthesis |
en_US |
dc.subject |
4-iodo |
en_US |
dc.subject |
5-iodopyrrole-3-carboxaldehyde |
en_US |
dc.title |
Sequential multicomponent site-selective synthesis of 4-iodo and 5-iodopyrrole-3-carboxaldehydes from a common set of starting materials by tuning the conditions |
en_US |
dc.type |
Article |
en_US |