A practical route to tertiary diarylmethylamides or -carbamates from imines, organozinc reagents and acyl chlorides or chloroformates
A practical route to tertiary diarylmethylamides or -carbamates from imines, organozinc reagents and acyl chlorides or chloroformates is described. This route involves the formation of an imine, which is used without isolation, followed by its activation by the carbonyl-containing electrophile and t...
Main Authors: | , , |
---|---|
Format: | Article |
Language: | English |
Published: |
Beilstein-Institut
2011-07-01
|
Series: | Beilstein Journal of Organic Chemistry |
Subjects: | |
Online Access: | https://doi.org/10.3762/bjoc.7.112 |
_version_ | 1818915695485779968 |
---|---|
author | Erwan Le Gall Antoine Pignon Thierry Martens |
author_facet | Erwan Le Gall Antoine Pignon Thierry Martens |
author_sort | Erwan Le Gall |
collection | DOAJ |
description | A practical route to tertiary diarylmethylamides or -carbamates from imines, organozinc reagents and acyl chlorides or chloroformates is described. This route involves the formation of an imine, which is used without isolation, followed by its activation by the carbonyl-containing electrophile and the trapping of the acyliminium by an organozinc reagent. Most steps are conducted concomitantly to render the procedure as practical and straightforward as possible. Therefore, the whole experimental protocol takes less than two hours. |
first_indexed | 2024-12-20T00:06:22Z |
format | Article |
id | doaj.art-3d5f437dac834b6d932c5434acca09ad |
institution | Directory Open Access Journal |
issn | 1860-5397 |
language | English |
last_indexed | 2024-12-20T00:06:22Z |
publishDate | 2011-07-01 |
publisher | Beilstein-Institut |
record_format | Article |
series | Beilstein Journal of Organic Chemistry |
spelling | doaj.art-3d5f437dac834b6d932c5434acca09ad2022-12-21T20:00:38ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972011-07-0171997100210.3762/bjoc.7.1121860-5397-7-112A practical route to tertiary diarylmethylamides or -carbamates from imines, organozinc reagents and acyl chlorides or chloroformatesErwan Le Gall0Antoine Pignon1Thierry Martens2Électrochimie et Synthèse Organique, Institut de Chimie et des Matériaux Paris-Est, UMR 7182 CNRS - Université Paris-Est Créteil, 2-8 rue Henri Dunant, 94320 Thiais, FranceÉlectrochimie et Synthèse Organique, Institut de Chimie et des Matériaux Paris-Est, UMR 7182 CNRS - Université Paris-Est Créteil, 2-8 rue Henri Dunant, 94320 Thiais, FranceÉlectrochimie et Synthèse Organique, Institut de Chimie et des Matériaux Paris-Est, UMR 7182 CNRS - Université Paris-Est Créteil, 2-8 rue Henri Dunant, 94320 Thiais, FranceA practical route to tertiary diarylmethylamides or -carbamates from imines, organozinc reagents and acyl chlorides or chloroformates is described. This route involves the formation of an imine, which is used without isolation, followed by its activation by the carbonyl-containing electrophile and the trapping of the acyliminium by an organozinc reagent. Most steps are conducted concomitantly to render the procedure as practical and straightforward as possible. Therefore, the whole experimental protocol takes less than two hours.https://doi.org/10.3762/bjoc.7.112acyliminiumamidescarbamatesmulticomponent reactionsorganozinc reagents |
spellingShingle | Erwan Le Gall Antoine Pignon Thierry Martens A practical route to tertiary diarylmethylamides or -carbamates from imines, organozinc reagents and acyl chlorides or chloroformates Beilstein Journal of Organic Chemistry acyliminium amides carbamates multicomponent reactions organozinc reagents |
title | A practical route to tertiary diarylmethylamides or -carbamates from imines, organozinc reagents and acyl chlorides or chloroformates |
title_full | A practical route to tertiary diarylmethylamides or -carbamates from imines, organozinc reagents and acyl chlorides or chloroformates |
title_fullStr | A practical route to tertiary diarylmethylamides or -carbamates from imines, organozinc reagents and acyl chlorides or chloroformates |
title_full_unstemmed | A practical route to tertiary diarylmethylamides or -carbamates from imines, organozinc reagents and acyl chlorides or chloroformates |
title_short | A practical route to tertiary diarylmethylamides or -carbamates from imines, organozinc reagents and acyl chlorides or chloroformates |
title_sort | practical route to tertiary diarylmethylamides or carbamates from imines organozinc reagents and acyl chlorides or chloroformates |
topic | acyliminium amides carbamates multicomponent reactions organozinc reagents |
url | https://doi.org/10.3762/bjoc.7.112 |
work_keys_str_mv | AT erwanlegall apracticalroutetotertiarydiarylmethylamidesorcarbamatesfromiminesorganozincreagentsandacylchloridesorchloroformates AT antoinepignon apracticalroutetotertiarydiarylmethylamidesorcarbamatesfromiminesorganozincreagentsandacylchloridesorchloroformates AT thierrymartens apracticalroutetotertiarydiarylmethylamidesorcarbamatesfromiminesorganozincreagentsandacylchloridesorchloroformates AT erwanlegall practicalroutetotertiarydiarylmethylamidesorcarbamatesfromiminesorganozincreagentsandacylchloridesorchloroformates AT antoinepignon practicalroutetotertiarydiarylmethylamidesorcarbamatesfromiminesorganozincreagentsandacylchloridesorchloroformates AT thierrymartens practicalroutetotertiarydiarylmethylamidesorcarbamatesfromiminesorganozincreagentsandacylchloridesorchloroformates |