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I 2 -Promoted gem -Diarylethene Involved Aza-Diels-Alder Reaction and Wagner-Meerwein Rearrangement: Construction of 2,3,4-Trisubstituted Pyrimido[1,2- b ]indazole Skeletons.
- Source :
-
Organic letters [Org Lett] 2023 May 19; Vol. 25 (19), pp. 3386-3390. Date of Electronic Publication: 2023 May 08. - Publication Year :
- 2023
-
Abstract
- A [3 + 1 + 2] cyclization-rearrangement reaction scheme was developed to synthesize pyrimido[1,2- b ]indazoles from aryl methyl ketones, 3-aminoindazoles, and gem -diarylethenes. This metal-free process proceeds via a sequential aza-Diels-Alder reaction and Wagner-Meerwein rearrangement, and a possible reaction mechanism was demonstrated based on control experiments. This method exhibits good substrate compatibility and allows simple reaction conditions. Moreover, the products display significant aggregation-induced emission characteristics after simple modifications.
Details
- Language :
- English
- ISSN :
- 1523-7052
- Volume :
- 25
- Issue :
- 19
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 37154544
- Full Text :
- https://doi.org/10.1021/acs.orglett.3c00886