Unsaturated organosilanes: synthesis, transformations and applications DOI
Mikhail Yu. Moskalik, B. А. Shainyan

Russian Chemical Reviews, Год журнала: 2024, Номер 93(11), С. RCR5140 - RCR5140

Опубликована: Окт. 30, 2024

The urgency of improving the efficiency known methods and developing new ones for synthesis unsaturated silanes is caused by need to obtain useful compounds, including biologically active ones, on their basis. This review considers preparation silanes, transformations prospects use as precursors in organic organoelement synthesis. A large number substituted organosilicon products are given, those capable further functionalization formation heterocycles, silaheterocycles.<br> bibliography includes 205 references.

Язык: Английский

Silyl Radical Generation from Silylboronic Pinacol Esters through Substitution with Aminyl Radicals DOI

Hongyan Lan,

Xiangyu Huo,

Ying‐Gang Jia

и другие.

Organic Letters, Год журнала: 2024, Номер 26(5), С. 1011 - 1016

Опубликована: Янв. 30, 2024

A novel strategy was developed to generate silyl radicals from silylboronic pinacol esters (SPEs) through nucleohomolytic substitution of boron with aminyl radicals. We successfully applied this obtain diverse organosilicon compounds using SPEs and N-nitrosamines under photoirradiation without any catalyst. The ability access offers a new perspective for chemists rapidly construct Si–X bonds.

Язык: Английский

Процитировано

11

Electrochemically mediated synthesis of trifluoromethylallenes DOI
Jialan Zhang,

Jin-Xiu Xiong,

Lu‐Qi Fei

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(12), С. 3485 - 3490

Опубликована: Янв. 1, 2024

Herein, we report electrochemically mediated trifluoromethylallene synthesis via the rearrangement of trifluoromethyl-containing 1,3-enynes under action silicon or boron radicals, with good selectivity and without external oxidants.

Язык: Английский

Процитировано

5

Electrochemical synthesis of allenyl silanes and allenyl boronic esters DOI Creative Commons
Tingting Feng,

Tony Biremond,

Philippe Jubault

и другие.

Nature Communications, Год журнала: 2025, Номер 16(1)

Опубликована: Май 17, 2025

Allenyl silanes and boronates are pivotal building blocks in organic synthesis. Nevertheless, their synthesis requires the manipulation of transition metal or highly reactive species. Hence, development more sustainable protocol is sought after. Here we show electrochemical allenyl boronic esters. This catalyst-free method proceeds under mild reaction conditions. The for shows an excellent efficiency a good functional group tolerance. isolated yields (28 examples, 45-95% yields) without use catalyst A similar developed boronates, which obtained low to moderate (13 5-55% yields). Finally, mechanism based on oxidative generation silyl boryl radicals suggested access these classes allenes.

Язык: Английский

Процитировано

0

Electrochemical chlorination of least hindered tertiary and benzylic C(sp3)–H bonds DOI

Jianyou Zhao,

Jiatai Zhang,

Pengkai Fang

и другие.

Green Chemistry, Год журнала: 2023, Номер 26(1), С. 507 - 512

Опубликована: Дек. 1, 2023

Functionalization of C(sp 3 )–H bonds should greatly benefit the synthesis natural products and pharmaceuticals.

Язык: Английский

Процитировано

8

Electrochemical Decarboxylation Coupling Reactions DOI
Jiaxiu Liu, Haoran Li, Wei‐Si Guo

и другие.

Chemistry - A European Journal, Год журнала: 2024, Номер 30(66)

Опубликована: Окт. 16, 2024

Abstract Carboxylic acids are attractive synthetic feedstocks with stable, non‐toxic, and inexpensive properties that can be easily obtained from natural sources or through synthesis. have long been considered environmentally friendly coupling agents in various organic transformations. In recent years, electrochemically mediated decarboxylation reactions of decarboxylic their derivatives (NHPI) emerged as effective new methods for constructing carbon‐carbon carbon‐heterocarbon chemical bonds. Compared transition metal photochemistry‐mediated catalytic reactions, which do not require the addition oxidants strong bases, electrochemically‐mediated decarboxylative transformations a sustainable strategy. addition, functional groups tolerate electrochemical conversion strategy well. Here, we summarize to better elucidate advantages reactions.

Язык: Английский

Процитировано

2

Copper‐Catalyzed α‐Indolmethylation of 2‐Pyridylacetates with 3‐Indoleacetic Acids via Alkylideneindolenine Intermediates DOI
Chen Chen, Yongjun Chen,

Weiya Kong

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(11), С. 2602 - 2606

Опубликована: Апрель 13, 2024

Abstract This study reports the copper‐catalyzed α‐indolmethylation of 2‐pyridylacetates with 3‐indoleacetic acids. reaction offers an approach to generating alkylideneindolenine electrophiles via oxidative decarboxylation The developed system demonstrates good versatility, extending beyond indolmethylation include activated esters and nitroalkanes. Moreover, a biological evaluation revealed that several products exhibited antiproliferative activity against different cancer cell lines.

Язык: Английский

Процитировано

1

Direct synthesis of α-functionalized amides via heteroatom–hydrogen insertion reactions using amide-sulfoxonium ylides DOI Creative Commons

Haiting Wu,

Yougen Xu,

Lin An

и другие.

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

Опубликована: Ноя. 25, 2024

α-Functionalized Si-, Ge-, B-, Se-, and S-amide moieties are present in many medicinally active molecules, but their synthesis remains challenging. Here, we demonstrate a high-throughput using amide-sulfoxonium ylides as carbene precursors Si-H, Ge-H, B-H, Se-H, S-H insertion reactions to target wide range of α-silyl, α-geryl, α-boryl, α-selenyl, α-sulfur (hetero)amides. The process is featured simple operation, mild conditions, broad substrate scope, high functional group compatibility, excellent chemoselectivity. Both experimental computational studies conducted explore the mechanisms underlying formation C-Si/Ge/B/Se/S bond. This research highlights use highly selective X-H with ylide-derived carbenes, paving way for preparation diverse organosilane, organogermane, organoboron, organoselenium, organosulfur compounds from accessible bench-stable precursors.

Язык: Английский

Процитировано

1

Highly Efficient Photocatalytic Divergent Decarbonylative Silylation with Cinnamaldehyde via a [Ru(dcbpy)(bpy)2]2+-Incorporated UiO-67 Framework DOI

Huahui Wang,

Bing-Bing Qin,

Jiali Cai

и другие.

ACS Catalysis, Год журнала: 2024, Номер unknown, С. 18542 - 18549

Опубликована: Дек. 5, 2024

We herein develop an innovative approach for the decarbonylative silylation using a molecular [Ru(dcbpy)(bpy)2]2+ (dcbpy = 2,2′-bipyridyl-5,5′-dicarboxylic acid; bpy 2,2′-bipyridine) incorporated UiO-67 metal–organic framework (MOFs) (denoted as UiO-67-Ru) powerful heterogeneous catalyst, which is then applied in reaction of abundantly available cinnamaldehydes with silanes under photothermal condition. Mechanistic studies reveal that silane can be absorbed and activated within cavities framework, leading to generation silyl radical. The radical plays key role process further goes through oxidative generate corresponding alkenyl silanes. This work not only develops strategy preparation from highly abundant cinnamaldehyde but also affords useful inspiration on rational design MOFs materials silylation.

Язык: Английский

Процитировано

1

Recent Advances in Electrochemical Silylation DOI
Junyong Wang, Na Li, Jie Ke

и другие.

Chinese Journal of Organic Chemistry, Год журнала: 2024, Номер 44(3), С. 927 - 927

Опубликована: Янв. 1, 2024

Язык: Английский

Процитировано

0

Metal-Free Decarboxylative Cyanomethylation of β-Aryl/Heteroaryl Substituted α,β-Unsaturated Carboxylic Acids to γ-Ketonitriles DOI

Shiv Chand,

Saurabh Kumar, Anup Sharma

и другие.

Organic Letters, Год журнала: 2024, Номер 26(46), С. 10051 - 10055

Опубликована: Ноя. 11, 2024

A decarboxylative cyanomethylation of β-aryl/heteroaryl substituted α,β-unsaturated carboxylic acids has been accomplished via C(sp

Язык: Английский

Процитировано

0