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  Conjugate Aminocyclization Catalyzed by a Bismuthinidene

Mato, M., Wang, F., & Cornella, J. (2024). Conjugate Aminocyclization Catalyzed by a Bismuthinidene. Advanced Synthesis & Catalysis, 366(4), 740-744. doi:10.1002/adsc.202300857.

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Mato-Wang-Cornella.pdf (Publisher version), 5MB
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 Creators:
Mato, Mauro1, Author           
Wang, Feng1, Author           
Cornella, Josep1, Author           
Affiliations:
1Research Group Cornellà, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_2466693              

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Free keywords: bismuth; cyclization; pnictogens; conjugate addition; nucleophilic catalysis
 Abstract: We disclose how an N,C,N-bismuthinidene is able to promote an intramolecular conjugate amination that affords cyclic carbamates in 91–97% yields. The reaction proceeds at room temperature in short reaction times, requiring a remarkably low loading of a bismuth(I) complex (0.1 mol%) without the need of an additional Brønsted base. Preliminary mechanistic studies suggest that the reaction takes place through a polar pathway involving the conjugate addition of the nucleophilic bismuthinidene, followed by an intramolecular aza-Michael reaction.

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Language(s): eng - English
 Dates: 2023-08-072023-10-032024-02-20
 Publication Status: Issued
 Pages: 5
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/adsc.202300857
 Degree: -

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Title: Advanced Synthesis & Catalysis
  Abbreviation : Adv. Synth. Catal.
Source Genre: Journal
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Publ. Info: Weinheim, Fed. Rep. of Germany : Wiley-VCH Verlag GmbH
Pages: - Volume / Issue: 366 (4) Sequence Number: - Start / End Page: 740 - 744 Identifier: ISSN: 1615-4150
CoNE: https://pure.mpg.de/cone/journals/resource/958634688013