Recent Progress in Synthetic Applications of Hypervalent Iodine(III) Reagents

Chemical Reviews, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 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.

Language: Английский

---

Enantioselective copper-catalyzed azidation/click cascade reaction for access to chiral 1,2,3-triazoles

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: June 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.

Language: Английский

---

Recent Advances in Catalytic Enantioselective Synthesis of α-Chiral Tertiary Azides^★

Acta Chimica Sinica, Journal Year: 2023, Volume and Issue: 81(11), P. 1590 - 1590

Published: Jan. 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

---

Practical and regioselective halonitrooxylation of olefins to access β-halonitrates

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: Aug. 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

Language: Английский

---

Synthesis of indolyl pyrroloindolines via a cascade arylation/cyclization of indole acetamides with 3-substituted indoles

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(18), P. 5167 - 5171

Published: Jan. 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.

Language: Английский

---