Direct Alkylative Amination Using 1‐Allylsilatrane
Homoallylic amines prepared via addition of allylsilanes often require preformed imine substrates, metal catalysts, fluoride activators, or use of protected amines. In this metal‐free, air‐ and water‐tolerant procedure, aromatic aldehyde and aniline substrates undergo direct alkylative amination usi...
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| Published in: | Chemistry : a European journal Vol. 29; no. 46; pp. e202301063 - n/a |
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| Main Authors: | , , , |
| Format: | Journal Article |
| Language: | English |
| Published: |
Germany
Wiley Subscription Services, Inc
15-08-2023
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| Subjects: | |
| Online Access: | Get full text |
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| Summary: | Homoallylic amines prepared via addition of allylsilanes often require preformed imine substrates, metal catalysts, fluoride activators, or use of protected amines. In this metal‐free, air‐ and water‐tolerant procedure, aromatic aldehyde and aniline substrates undergo direct alkylative amination using easily accessible 1‐allylsilatrane.
DRA is so passé. Three‐component reactions involving the condensation of unprotected aniline and benzaldehyde substrates being intercepted by 1‐allylsilatrane in a direct alkylative amination afford a variety of homoallylic amines under robust, air‐ and water‐tolerant conditions. A single precursor is then used to highlight the versatility of the scaffold by generating azetidine, pyrrolidine, piperidine, and quinoline analogues. |
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| Bibliography: | These authors contributed equally to this work and each has the right to list themselves first in author order on their CVs. https://chemrxiv.org/engage/chemrxiv/article‐details/6423420791074bccd07210bb . A previous version of this manuscript has been deposited on a preprint server ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
| ISSN: | 0947-6539 1521-3765 |
| DOI: | 10.1002/chem.202301063 |