Cu-Catalyzed Relay Functionalization of Alkenes: Diverse Synthesis of Diazidated Quinazolinones and Polycyclic Imidazoles

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Янв. 9, 2025

A Cu-catalyzed relay process for the preparation of diazidated quinazolinone and polycyclic imidazole derivatives in which readily available alkene-tethered substrates undergo an addition/cyclization/C(sp3)–H functionalization alkene sequences with high efficiency is described. Various functionalized N-heteropolycyclic compounds were prepared good yields a broad substrate scope. Moreover, direct azidation α-C(sp3)–H bond corresponding N-heterocycles has been demonstrated on basis mechanistic studies, provide alternative late-stage approach derivatization N-heterocyclic scaffolds.

Язык: Английский

Thiolative Annulation of N-Benzyl-N-cyanopropiolamides Leading to Divergent Synthesis of Pyrroloquinazolin-1-ones and Maleimides

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 8, 2025

An unprecedented successive radical-promoted thiolative annulation/Pd-catalyzed C-H amination of N-benzyl-N-cyanopropiolamides to access pyrrolo[2,1-b]quinazolin-1(9H)-ones in a one-pot manner is described. Moreover, altering the step with oxidation (reagent switch) offered maleimides from same set readily accessible precursors. Both transformations display versatility across wide range substrates, enabling efficient various functionalized quinazolin-1-ones and good yields.

Язык: Английский

Visible-light-promoted azidation/arylation of unactivated alkenes with Togni-N3 via electrondonor–acceptor complexes

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 30, 2024

A visible-light-promoted azidation/arylation of unactivated alkenes with Togni-N 3 toward a series azidated pyrrolo[1,2- ]indoles via an EDA complex as the key intermediate.

Язык: Английский