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Beilstein J. Org. Chem. 2024, 20, 561–569, doi:10.3762/bjoc.20.48
Graphical Abstract
Scheme 1: DAS spirocyclizations reported earlier and the synthetic methodology investigated in this work.
Figure 1: Examples of biologically active compounds and natural products based on THF/THP spiro-conjugates wi...
Scheme 2: An initial example on Rh(II)-catalyzed O–H insertion/base-promoted cyclization involving diazo comp...
Scheme 3: Tandem Rh2(esp)2-catalyzed O–H insertion/base-promoted cyclization involving DAS 1 and various prop...
Scheme 4: Tandem Rh2(esp)2-catalyzed O–H insertion/base-promoted cyclization involving DAS 1 and allenic acid...
Scheme 5: Tandem Rh2(esp)2-catalyzed O–H insertion/base-promoted cyclization involving various DAS 1 and 3-br...
Scheme 6: Tandem Rh2(esp)2-catalyzed O–H insertion/base-promoted cyclization involving DAS 1 and 2-(bromometh...
Scheme 7: Examples where a target spirocyclic product was not observed.
Scheme 8: Plausible mechanism of the transformations studied.
Beilstein J. Org. Chem. 2023, 19, 800–807, doi:10.3762/bjoc.19.60
Figure 1: a) Conventional drugs containing either a sulfonamide fragment or a quinoline core; b) biologically...
Figure 2: Knoevenagel condensation/aza-Wittig reaction cascade for the quinoline core formation.
Scheme 1: Key reaction steps during the synthesis of 3-sulfonyl-substituted quinolines.
Scheme 2: Synthetic routes to sulfonamides and sulfones 2 and the set of reagents for the preparation of comp...
Scheme 3: Preparation of 3-sulfonyl substituted quinolines 5a–q.
Scheme 4: 3-Sulfonyl-substituted quinolines 5r–v that failed to be synthesized.
Beilstein J. Org. Chem. 2022, 18, 1636–1641, doi:10.3762/bjoc.18.175
Figure 1: (a) Previously developed three-component approach to 1,5-disubstituted 1,2,3-triazoles; (b) double ...
Scheme 1: Results of a trial reaction between 1, o-azidobenzaldehyde (3a) and propargylamine.
Figure 2: Diversely bioactive compounds based on scaffolds A and B.
Scheme 2: Three-component reaction of 1, propargylamine and various o-azidobenzaldehydes.
Figure 3: Aromatic azido aldehydes 3j–l that failed to react with 1 and propargylamine.
Scheme 3: Variations of the amine component in the reactions with 1 and 3a.