Palladium-Catalyzed N-Allylic Alkylation of Pyrazoles and Unactivated Vinylcyclopropanes DOI

Shao-Jie Cheng,

Xin-Li Zhang,

Zhongyue Yang

и другие.

Organic Letters, Год журнала: 2024, Номер unknown

Опубликована: Дек. 20, 2024

An efficient palladium-catalyzed N-allylic alkylation of pyrazoles and unactivated vinylcyclopropanes is demonstrated, affording various N-alkyl in ≤99% yield. This protocol displays high atom economy, a broad range substrates, excellent regioselectivity stereoselectivity. Late-stage modification bioactive molecules, scaled-up reaction, divergent derivatization documented the practicability this methodology. The preliminary mechanistic investigation hinted that Pd–H species promotes ring opening cyclopropanes.

Язык: Английский

Palladium-Catalyzed Stereospecific Glycosylation Enables Divergent Synthesis of N–O-Linked Glycosides DOI
Yujuan Wang, Yu Cheng, Xiaoma Tao

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Янв. 9, 2025

We present a versatile palladium-catalyzed glycosylation platform that enables facile access to structurally diverse N-O-linked glycosides with constantly excellent regio- and stereoselectivities. Importantly, this approach offers broad substrate scope, low catalyst loadings, outstanding chemoselectivity, allowing for the selective reaction of oximes/hydroximic acids over hydroxyl groups would otherwise pose challenges in conventional methods. The synthetic utility method is further exemplified through range transformations late-stage modification bioactive molecules. Overall, our provides an efficient toolkit synthesis glycosides, which will facilitate their subsequent biological evaluations.

Язык: Английский

Процитировано

0
Palladium-Catalyzed Decarboxylative Allylic Sulfonylation of Vinyloxazolidine-2,4-diones: Synthesis of γ-Sulfonyl-α,β-unsaturated Amides DOI
Wei‐Cheng Yuan, Xiaohui Fu, Yanping Zhang

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Фев. 10, 2025

A palladium-catalyzed decarboxylative allylic sulfonylation reaction of vinyloxazolidine-2,4-diones with inexpensive and readily available sodium sulfinates as reagents has been developed. Under the catalysis Pd(PPh3)4, a wide range γ-sulfonyl-α,β-unsaturated amides can be synthesized in good to excellent yields. The developed protocol is characterized by exclusive regioselectivity, mild conditions, broad substrate scope, functional group tolerance, suitable for gram-scale synthesis.

Язык: Английский

Процитировано

0
Bioinspired total synthesis of miharamycin B and amipurimycin DOI Creative Commons

Jiahui Gao,

Wen‐Jun Huang, Jun Zhang

и другие.

Cell Reports Physical Science, Год журнала: 2025, Номер unknown, С. 102457 - 102457

Опубликована: Фев. 1, 2025

Язык: Английский

Процитировано

0
Synthesis of N-Heteroaryl C-Glycosides and Polyhydroxylated Alkanes with Diaryl Groups from Unprotected Sugars DOI Creative Commons
Yixuan Liu, Jilai Wu,

Likai Zhou

и другие.

ACS Omega, Год журнала: 2024, Номер 9(50), С. 49618 - 49624

Опубликована: Ноя. 27, 2024

HCl-catalyzed

Язык: Английский

Процитировано

0
Palladium-Catalyzed N-Allylic Alkylation of Pyrazoles and Unactivated Vinylcyclopropanes DOI

Shao-Jie Cheng,

Xin-Li Zhang,

Zhongyue Yang

и другие.

Organic Letters, Год журнала: 2024, Номер unknown

Опубликована: Дек. 20, 2024

An efficient palladium-catalyzed N-allylic alkylation of pyrazoles and unactivated vinylcyclopropanes is demonstrated, affording various N-alkyl in ≤99% yield. This protocol displays high atom economy, a broad range substrates, excellent regioselectivity stereoselectivity. Late-stage modification bioactive molecules, scaled-up reaction, divergent derivatization documented the practicability this methodology. The preliminary mechanistic investigation hinted that Pd–H species promotes ring opening cyclopropanes.

Язык: Английский

Процитировано

0