Photosensitized 1,2-Difunctionalization of Alkenes to Access β-Amino Sulfonamides DOI

Ze-Long Xiao,

Zhenzhen Xie,

Chu‐Ping Yuan

и другие.

Organic Letters, Год журнала: 2024, Номер 26(10), С. 2108 - 2113

Опубликована: Март 5, 2024

A metal-free photosensitized 1,2-imino-sulfamoylation of olefins by employing a tailor-made sulfamoyl carbamate as the difunctionalization reagent has been established. This protocol exhibits versatility across broad substrate scope, including aryl and aliphatic alkenes, leading to synthesis diverse β-imino sulfonamides in moderate good yields. method is characterized its reaction system, mild conditions, excellent regioselectivity, high atom economy, serving promising platform for preparation β-amino sulfonamide-containing molecules, particularly context drug discovery.

Язык: Английский

Photoinduced Remote C(sp3)–H Imination Enabled by Vinyl Radical-Mediated 1,5-Hydrogen Atom Transfer DOI
Shanshan Li,

Yu‐Shi Jiang,

Xue-Ling Luo

и другие.

Organic Letters, Год журнала: 2023, Номер 25(9), С. 1595 - 1599

Опубликована: Фев. 24, 2023

A vinyl radical-mediated 1,5-hydrogen atom transfer strategy for remote C(sp3)-H imination under visible-light-induced photochemical metal-free conditions afforded diverse γ-imino alkenes with excellent stereoselectivity. Oxime ester-based bifunctional reagents provided not only nucleophilic alkyl radicals radical addition reactions electron-deficient alkynes but also long-lived steady-state imine trapping following the intramolecular migration of unstable olefin radicals.

Язык: Английский

Процитировано

18

Coordination engineering of FeCo dual single-atom nanozymes with photothermal-enhanced cascaded catalysis for efficient pancreatic cancer immunotherapy DOI

Wen-kuan Huang,

Zeyuan Zhang,

Jingqi Chen

и другие.

Chemical Engineering Journal, Год журнала: 2024, Номер 496, С. 154203 - 154203

Опубликована: Июль 21, 2024

Язык: Английский

Процитировано

9

Atomic Carbon Equivalent: Design and Application to Diversity-Generating Skeletal Editing from Indoles to 3-Functionalized Quinolines DOI
Fu‐Peng Wu, Jasper L. Tyler, Constantin G. Daniliuc

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(17), С. 13343 - 13351

Опубликована: Авг. 22, 2024

Atomic carbon and its corresponding masked analogues are exceedingly underexplored intermediates in synthesis. Despite this, these reagents possess inimitable reactivity such as the ability to directly insert atoms into aromatic frameworks while simultaneously generating an additional bond at center further diversify structure. Herein, we report design of orthogonally reactive atomic equivalent Cl-DADO demonstrate application molecular editing indole pyrrole, accessing linchpin-containing ring-expanded heterocycles that can be subsequently derivatized. The value this approach broad applicability reagent highlighted by late-stage skeletal numerous natural products drug molecules.

Язык: Английский

Процитировано

8

Regioselective Dearomative Amidoximation of Nonactivated Arenes Enabled by Photohomolytic Cleavage of N‐nitrosamides DOI
Pan‐Feng Yuan,

Xie‐Tian Huang,

Linhong Long

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(8)

Опубликована: Янв. 5, 2024

Abstract Dearomative spirocyclization reactions represent a promising means to convert arenes into three‐dimensional architectures; however, controlling the regioselectivity of radical dearomatization with nonactivated afford spirocyclizative 1,2‐difunctionalization other than its kinetically preferred 1,4‐difunctionalization is exceptionally challenging. Here we disclose novel strategy for dearomative 1,2‐ or 1,4‐amidoximation (hetero)arenes enabled by direct visible‐light‐induced homolysis N−NO bonds nitrosamides, giving rise various highly regioselective amidoximated spirocycles that previously have been inaccessible required elaborate synthetic efforts. The mechanism and origins observed regioselectivities were investigated control experiments density functional theory calculations.

Язык: Английский

Процитировано

7

Photosensitized 1,2-Difunctionalization of Alkenes to Access β-Amino Sulfonamides DOI

Ze-Long Xiao,

Zhenzhen Xie,

Chu‐Ping Yuan

и другие.

Organic Letters, Год журнала: 2024, Номер 26(10), С. 2108 - 2113

Опубликована: Март 5, 2024

A metal-free photosensitized 1,2-imino-sulfamoylation of olefins by employing a tailor-made sulfamoyl carbamate as the difunctionalization reagent has been established. This protocol exhibits versatility across broad substrate scope, including aryl and aliphatic alkenes, leading to synthesis diverse β-imino sulfonamides in moderate good yields. method is characterized its reaction system, mild conditions, excellent regioselectivity, high atom economy, serving promising platform for preparation β-amino sulfonamide-containing molecules, particularly context drug discovery.

Язык: Английский

Процитировано

7