| Autor: |
Saleem M; Laboratory of Organic Synthesis and Catalysis, Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, Uttarakhand 247667, India., Abhishek P; Laboratory of Organic Synthesis and Catalysis, Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, Uttarakhand 247667, India., Yadagiri D; Laboratory of Organic Synthesis and Catalysis, Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee, Uttarakhand 247667, India. |
| Jazyk: |
angličtina |
| Zdroj: |
Organic letters [Org Lett] 2024 Dec 06; Vol. 26 (48), pp. 10291-10298. Date of Electronic Publication: 2024 Nov 25. |
| DOI: |
10.1021/acs.orglett.4c03832 |
| Abstrakt: |
We report the reactivity of in situ-generated nucleophilic siloxycarbenes from acylsilanes via the 1,2-Brook rearrangement in the presence of visible light with heterocumulenes. This method significantly advances from the conventional use of electrophilic carbenes stabilized by metal catalysts and harsh reaction conditions. The reactivity was explored with isocyanates, carbodiimides, and N -sulfinylamines to synthesize α-ketoamides, hydantoins, oxoacetamidines, and amides. In addition, this work demonstrated the synthetic utility and synthesis of biologically active molecules. Moreover, mechanistic insights reveal that this reaction proceeds through a singlet carbene mechanism. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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