Strategies for oxidative synthesis of N-triflyl sulfoximines DOI Creative Commons
Žan Testen, Marjan Jereb

RSC Advances, Год журнала: 2024, Номер 14(42), С. 30836 - 30843

Опубликована: Янв. 1, 2024

Using different oxidation systems, a large number of N -triflylsulfoximines have been synthesized, some which further functionalized.

Язык: Английский

Boronic Acid/Palladium Hybrid Catalysis for Regioselective O-Allylation of Carbohydrates DOI
Yuki Nakamura,

Kazuma Irisawa,

Kazuishi Makino

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(2), С. 1320 - 1330

Опубликована: Янв. 9, 2024

Novel imidazole-containing boronic acid and palladium hybrid catalysis for regioselective O-allylation of carbohydrates has been developed. This catalytic process enables the introduction a useful allyl functional group into equatorial hydroxy cis-1,2-diols various with low catalyst loading excellent regioselectivities. is first report on in combination Lewis base-containing transition metal complex.

Язык: Английский

Процитировано

3
Palladium-Catalyzed/Titanium-Promoted Csp3–Csp3 Coupling of Two Alcohols: Generation of an All-Carbon Quaternary Center DOI
Chenguang Liu,

Ziheng Jian,

Min Zhang

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 10, 2025

Naturally abundant and inexpensive alcohols represent appealing suitable Csp3 coupling partners in transition metal-catalyzed cross-coupling reactions. A palladium-catalyzed/titanium-promoted Csp3-Csp3 cross between two distinct unprotected has been accomplished. The reaction features a Pd-catalyzed β-H elimination, enabling the reversal of electrophilic π-allyl-Pd intermediate into nucleophilic dienolate generation an all-carbon quaternary center.

Язык: Английский

Процитировано

0
Synergistic Organoboron/Palladium Cocatalyzed Dehydrative Couplings of Azoles with Allylic Alcohols: A Combined Experimental and Computational Mechanistic Investigation DOI
Matthew T. Zambri,

Teh Ren Hou,

Sofia Jdanova

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(9), С. 6728 - 6739

Опубликована: Апрель 16, 2024

In the presence of Pd(Xantphos) and an electron-deficient arylboronic acid cocatalyst, azoles such as pyrazoles, triazoles, tetrazoles, purines undergo regioselective, dehydrative allylations with allylic alcohols. The boronic has a significant effect on both rate regioselectivity these reactions. Herein, combined experimental computational mechanistic study synergistic organoboron- palladium-catalyzed allylation is described. Kinetic analysis evaluation effects substitution reaction point toward turnover-limiting ionization alcohol, Lewis activation by acid. Computational modeling pathway density functional theory indicates that alcohol also regioselectivity-determining step resulting ion pair undergoes C–N bond formation through outer-sphere mechanism. An unexpected observation autocatalysis emerged from kinetic motivated additives, leading to development improved protocol.

Язык: Английский

Процитировано

2
Facile synthesis of N-(α-furanyl) alkyl sulfoximines via gold catalyzed Michael addition/cyclization of enynones and sulfoximines DOI

Alain Mercy,

V. R. Padma Priya,

Hariprasad Ranganathan

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 22(5), С. 945 - 949

Опубликована: Дек. 19, 2023

An operationally simple and efficient protocol to prepare N -(α-furanyl) alkyl sulfoximines is developed.

Язык: Английский

Процитировано

4
Strategies for oxidative synthesis of N-triflyl sulfoximines DOI Creative Commons
Žan Testen, Marjan Jereb

RSC Advances, Год журнала: 2024, Номер 14(42), С. 30836 - 30843

Опубликована: Янв. 1, 2024

Using different oxidation systems, a large number of N -triflylsulfoximines have been synthesized, some which further functionalized.

Язык: Английский

Процитировано

0