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Sc(OTf)(3)-Mediated [4+2] Annulations of N-Carbonyl Aryldiazenes with Cyclopentadiene to Construct Cinnoline Derivatives: Azo-Povarov Reaction
(American Chemical Society, 2022)
We disclose the first accomplishment of the azo-Povarov reaction involving Sc(OTf)3-catalyzed [4 + 2] annulations of N-carbonyl aryldiazenes with cyclopentadiene in chloroform, in which N-carbonyl aryldiazenes act as ...
Diethyl(benzamido(diisopropoxyphosphoryl)methyl) phosphonate
(MDPI, 2022-08-11)
Bisphosphonates are widely used in medicine and related areas, mainly for the treatment of bone diseases, such as osteoporosis. However, their synthesis is usually performed under harsh reaction conditions. In order to ...
Late-Stage C-H Acylation of Tyrosine-Containing Oligopeptides with Alcohols
(American Chemical Society, 2021-09-17)
The selective tagging of amino acids within a peptide framework while using atom-economical C-H counterparts poses an unmet challenge within peptide chemistry. Herein, we report a novel Pd-catalyzed late-stage C-H acylation ...
Ru-Catalyzed C-H Hydroxylation of Tyrosine-Containing Di- and Tripeptides toward the Assembly of L-DOPA Derivatives
(Wiley, 2022-06-21)
[EN] The development of catalytic tools for the late-stage modification of amino acids within a peptide framework is a challenging task of capital importance. Herein, we report a Ru-catalyzed C(sp(2))-H hydroxylation of a ...
On the Mechanism of Cross-Dehydrogenative Couplings between N-Aryl Glycinates and Indoles: A Computational Study
(American Chemical Society, 2020-09-17)
Despite the widespread use of cross-dehydrogenative couplings in modern organic synthesis, mechanistic studies are still rare in the literature and those applied to α-amino carbonyl compounds remain virtually unexplored. ...
Pd-Catalyzed C–H Alkoxycarbonylation of Phenethyl- and Benzylamines with Chloroformates as CO Surrogates
(Wiley, 2021-03-26)
The site‐selective functionalization of C−H bonds within a complex molecule remains a challenging task of capital synthetic importance. Herein, an unprecedented Pd‐catalyzed C(sp2)−H alkoxycarbonylation of phenylalanine ...
Site-Selective C–H Amination of Phenol-Containing Biomolecules
(American Chemical Society, 2023-06)
A C–N bond-forming cross-dehydrogenative coupling of a collection of Tyr-containing peptides and estrogens with heteroarenes is described. This oxidative coupling is distinguished by its scalability, operational simplicity, ...
Aromaticity: Quo Vadis
(Royal Society of Chemistry, 2023)
Aromaticity is one of the most deeply rooted concepts in chemistry. But why, if two-thirds of existing
compounds can be classified as aromatic, is there no consensus on what aromaticity is? s−, p−, d−,
spherical, Möbius, ...
Accessing Chiral Pyrrolodiketopiperazines under Organocatalytic Conditions
(American Chemical Society, 2022-12)
The production of chiral pyrrolodiketopiperazines under organocatalytic conditions demonstrates the capacity of bicyclic acylpyrrol lactims to perform as pronucleophiles in direct carbon–carbon bond forming reactions. The ...
Synergic photoprotection of phenolic compounds present in tomato fruit cuticle: a spectroscopic investigation in solution
(Royal Society of Chemistry, 2023-05)
Coumaric acids and flavonoids play pivotal roles in protecting plants against ultraviolet radiation (UVR)
exposure. In this work, we focus our photoprotection studies on p-coumaric acid and the flavonoid
naringenin ...