Journal of Organometallic Chemistry, Год журнала: 2022, Номер 979, С. 122510 - 122510
Опубликована: Сен. 5, 2022
Язык: Английский
Angewandte Chemie International Edition, Год журнала: 2022, Номер 62(3)
Опубликована: Окт. 13, 2022
Sulfonylated aromatics are commonplace motifs in drugs and agrochemicals. However, methods for the direct synthesis of sulfonylated non-classical arene bioisosteres, which could improve physicochemical properties drug agrochemical candidates, limited. Here we report a solution to this challenge: one-pot halosulfonylation [1.1.1]propellane, [3.1.1]propellane bicyclo[1.1.0]butanes that proceeds under practical, scalable mild conditions. The sulfonyl halides used chemistry feature aryl, heteroaryl alkyl substituents, conveniently generated situ from readily available sulfinate salts halogen atom sources. This methodology enables an array pharmaceutically agrochemically relevant halogen/sulfonyl-substituted bioisosteres cyclobutanes, on up multidecagram scale.
Язык: Английский
Процитировано
64
The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(15), С. 10146 - 10157
Опубликована: Июль 13, 2022
A mild and facile photo-induced cascade radical addition/cyclization of unactivated alkenes has been reported, through which a variety biologically valuable phosphine-containing quinazolinones could be obtained in moderate to good yields. The protocol was characterized by conditions, broad substrate scope, high atomic economy.
Язык: Английский
Процитировано
29
Green Chemistry, Год журнала: 2023, Номер 25(5), С. 2000 - 2010
Опубликована: Янв. 1, 2023
A highly tunable defluorophosphorylation of fluorinated peroxides for the preparation C 3,4-diphosphoryl furans and 4-monophosphoryl under conditions with no added transition metals is disclosed.
Язык: Английский
Процитировано
17
The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(5), С. 2996 - 3009
Опубликована: Фев. 15, 2024
An efficient and highly regioselective C6-phosphorylation protocol for pyrrolo[2,3-d]pyrimidine (7-DAP) derivatives with various H-phosphine oxides induced by visible light at room temperature is described the first time. This has been successfully achieved combination of Na2-eosin Y as a photocatalyst LPO an oxidant under transition metal- additive-free conditions. The broad substrate scope, good functional group tolerance, excellent regioselectivity, air tolerant conditions make this process favorable modification scaffold enrich phosphorylated 7-DAP compounds further biological evaluation.
Язык: Английский
Процитировано
7
ACS Medicinal Chemistry Letters, Год журнала: 2024, Номер 15(6), С. 791 - 797
Опубликована: Май 20, 2024
Bfl-1 is overexpressed in both hematological and solid tumors; therefore, inhibitors of are highly desirable. A DNA-encoded chemical library (DEL) screen against identified the first known reversible covalent small-molecule ligand for Bfl-1. The binding was validated through biophysical biochemical techniques, which confirmed mechanism action pointed to Cys55. This represented identification a cyano-acrylamide compound from DEL highlights further opportunities drug discovery screening. 10-fold improvement potency achieved systematic SAR exploration hit. more potent analogue
Язык: Английский
Процитировано
4
The Journal of Organic Chemistry, Год журнала: 2021, Номер 86(19), С. 13289 - 13309
Опубликована: Авг. 24, 2021
A general approach to bicyclic fused pyrrolidines via [3 + 2]-cycloaddition between nonstabilized azomethyne ylide and endocyclic electron-deficient alkenes was elaborated. "Push–pull" CF3-alkenes did not react with the under previously reported conditions, we developed a superior protocol (LiF, 140 °C, no solvent). Among obtained products were medchem-relevant sulfones, monofluoro-, difluoro-, trifluoromethyl-substituted pyrrolidines. This only allowed preparation of novel molecules but also significantly simplified synthesis existing ones (e.g., sofinicline).
Язык: Английский
Процитировано
25
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Апрель 4, 2025
Alkyl azetidines have been prepared by photochemical modifications of azetidine-2-carboxylic acids in batch and flow. The reaction has realized milligram, gram, even multigram quantities. obtained are valuable building blocks for drug discovery.
Язык: Английский
Процитировано
0
Green Chemistry, Год журнала: 2023, Номер 25(23), С. 9779 - 9794
Опубликована: Янв. 1, 2023
Multimetallic Pd/Ni and dual-ligand Pd catalysis enable C(sp 2 )–P cross-coupling reactions in aqueous micelles under mild conditions using inexpensive commercial materials catalysts while avoiding environmentally unsustainable organic solvents.
Язык: Английский
Процитировано
7
Symmetry, Год журнала: 2024, Номер 16(1), С. 73 - 73
Опубликована: Янв. 5, 2024
This paper presents the general synthesis of a comprehensive group P-chiral phosphinyl derivatives with natural coumarin-type motif. A chiral substituent was attached at third position coumarin molecule via Knoevenagel procedure using readily available phoshinylacetic acid esters without loss enantiomeric purity. The application salicylaldehyde-based allowed incorporation substituents different electron character into backbone these coumarins making them suitable for subsequent chemical modifications. As result, we gained access to six achiral (2a–g) and large number ((Sp)-4a–f, (Sp)-6a–e (Rp)-8a) new potential ligand precursors, pharmaceuticals, etc. an imbedded evidenced biological activity based on backbone. molecular structure, including absolute configuration, determined seven compounds.
Язык: Английский
Процитировано
2
Chemistry - A European Journal, Год журнала: 2024, Номер 30(23)
Опубликована: Фев. 22, 2024
A safe and efficient method for the in-situ preparation of (diazomethyl)dimethylphosphine oxide - a hereto unexplored diazoalkane reagent is developed. The based on diazotization corresponding P(O)Me
Язык: Английский
Процитировано
2