Practical and regioselective halonitrooxylation of olefins to access β-halonitrates DOI Creative Commons
Cheng Xuan,

Quan Yin,

Yifei Cheng

и другие.

Nature Communications, Год журнала: 2024, Номер 15(1)

Опубликована: Авг. 20, 2024

Organic nitrates, as effective donors of the signaling molecule nitric oxide, are widely applied in pharmaceutical industry. However, practical and efficient methods for accessing organic nitrates still scarce, achieving high regiocontrol unactivated alkene difunctionalization remains challenging. Here we present a simple method highly regioselective halonitrooxylation alkenes. The approach utilizes TMSX (X: Cl, Br, or I) oxybis(aryl-λ

Язык: Английский

Recent Progress in Synthetic Applications of Hypervalent Iodine(III) Reagents DOI Creative Commons
Akira Yoshimura, Viktor V. Zhdankin

Chemical Reviews, Год журнала: 2024, Номер unknown

Опубликована: Сен. 13, 2024

Hypervalent iodine(III) compounds have found wide application in modern organic chemistry as environmentally friendly reagents and catalysts. iodine are commonly used synthetically important halogenations, oxidations, aminations, heterocyclizations, various oxidative functionalizations of substrates. Iodonium salts arylating reagents, while iodonium ylides imides excellent carbene nitrene precursors. Various derivatives benziodoxoles, such azidobenziodoxoles, trifluoromethylbenziodoxoles, alkynylbenziodoxoles, alkenylbenziodoxoles group transfer the presence transition metal catalysts, under metal-free conditions, or using photocatalysts photoirradiation conditions. Development hypervalent catalytic systems discovery highly enantioselective reactions chiral represent a particularly recent achievement field chemistry. Chemical transformations promoted by many cases unique cannot be performed any other common, non-iodine-based reagent. This review covers literature published mainly last 7-8 years, between 2016 2024.

Язык: Английский

Процитировано

34

Enantioselective copper-catalyzed azidation/click cascade reaction for access to chiral 1,2,3-triazoles DOI Creative Commons
Lingfeng Jiang,

Shaohua Wu,

Yuxuan Jiang

и другие.

Nature Communications, Год журнала: 2024, Номер 15(1)

Опубликована: Июнь 10, 2024

Chiral 1,2,3-triazoles are highly attractive motifs in various fields. However, achieving catalytic asymmetric click reactions of azides and alkynes for chiral triazole synthesis remains a significant challenge, mainly due to the limited systems substrate scope. Herein, we report an enantioselective azidation/click cascade reaction N-propargyl-β-ketoamides with readily available potent azido transfer reagent via copper catalysis, which affords variety up 99% yield 95% ee under mild conditions. Notably, 1,5-disubstituted triazoles that have not been accessed by previous also prepared good functional group tolerance.

Язык: Английский

Процитировано

6

Dearomative Amination Cyclization of Tryptamines and Tryptophols via Enantioselective 1,6‐Addition of p‐Quinone Diimides (p‐QDIs) DOI

Parbat Subba,

Chhavi Khajuria,

Vinod K. Singh

и другие.

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

Опубликована: Май 21, 2025

Abstract A method utilizing p ‐quinone diimides ( ‐QDIs) as electrophilic nitrogen source to facilitate a highly enantioselective dearomative cyclization of tryptamine and tryptophol derivatives has been developed. This approach which proceeds via 1,6‐addition ‐QDIs enables the rapid efficient synthesis chiral 3‐amino‐pyrroloindoline 3‐amino‐furoindolines with excellent stereochemical control (up 99%). Development an alternate one‐pot method, coupled some synthetic transformations further elevates practical utility this strategy.

Язык: Английский

Процитировано

0

Recent Advances in Catalytic Enantioselective Synthesis of α-Chiral Tertiary Azides DOI Open Access
Yang Gao,

Xuexin Zhang,

Jin‐Sheng Yu

и другие.

Acta Chimica Sinica, Год журнала: 2023, Номер 81(11), С. 1590 - 1590

Опубликована: Янв. 1, 2023

a 华东师范大学化学与分子工程学院 石油化工分子转化与反应工程全国重点实验室 上海分子治疗与新药创制工程 技术研究中心 上海市绿色化学与化工过程绿色化重点实验室 上海 200062) ( b 中国科学院上海有机化学研究所 金属有机化学国家重点实验室 200032

Процитировано

5

Synthesis of indolyl pyrroloindolines via a cascade arylation/cyclization of indole acetamides with 3-substituted indoles DOI
Wei Zhang, Shuai Han, Siyi Zhang

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(18), С. 5167 - 5171

Опубликована: Янв. 1, 2024

A novel TEA-mediated cascade arylation/cyclization reaction between indole acetamides and 3-substituted indoles for the synthesis of various indolyl pyrroloindolines has been developed.

Язык: Английский

Процитировано

1

Practical and regioselective halonitrooxylation of olefins to access β-halonitrates DOI Creative Commons
Cheng Xuan,

Quan Yin,

Yifei Cheng

и другие.

Nature Communications, Год журнала: 2024, Номер 15(1)

Опубликована: Авг. 20, 2024

Organic nitrates, as effective donors of the signaling molecule nitric oxide, are widely applied in pharmaceutical industry. However, practical and efficient methods for accessing organic nitrates still scarce, achieving high regiocontrol unactivated alkene difunctionalization remains challenging. Here we present a simple method highly regioselective halonitrooxylation alkenes. The approach utilizes TMSX (X: Cl, Br, or I) oxybis(aryl-λ

Язык: Английский

Процитировано

1