Auto‐Optimized Electro‐Flow Reactor Platform for the in‐situ Reduction of P(V) Oxide to P(III) and Their Application DOI
Mandeep Purwa,

Gaykwad Chandrakanth,

Abhilash Rana

et al.

Chemistry - An Asian Journal, Journal Year: 2024, Volume and Issue: unknown

Published: Aug. 11, 2024

Abstract Trivalent phosphine catalysis is mostly utilized to activate the carbon‐carbon multiple bonds form carbanion intermediate species and highly sensitive certain variables. Random manual multi‐variables are critical for understanding batch disabled regeneration of trivalent chemistry. We need artificial intelligence‐based system which can change variable based on previously conducted failed experiment. Herein, we report an auto‐optimized electro‐micro‐flow reactor platform in‐situ reduction stable P(V) oxide P(III) further method Corey‐Fuchs reaction.

Language: Английский

A new reaction framework for allyl carboxylates DOI
Gaoyuan Zhao,

Arman Khosravi,

Sahil Sharma

et al.

Trends in Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Language: Английский

Citations

0

Photocatalytic 1,3-Difluoroalkylcarboxylation of Alkenes by Triple Kinetic-Controlled Radical Self-Ordering DOI Creative Commons

Hong Fu,

Zuo-Shuai Wang,

Sijia Li

et al.

Chemical Science, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A transition-metal-free protocol for the unsymmetrical radical 1,3-difunctionalization of alkenes has been established first time in form 1,3-difluoroalkylcarboxylation by a photocatalytic three-component reaction allyl formates, trifluoroacetanilides, and cesium formate. This employs formate as carboxylating reagent trifluoroacetanilide difluoroalkylating via C-F bond activation. As result, series previously inaccessible difluorinated adipic acid derivatives can be easily efficient prepared. Mechanism studies reveal that triple kinetic-controlled self-ordering is key to this unique reaction. sorting involves fast initiation CO2 anion its chemoselective addition reduction, followed slow generation fluoroalkyl chemo-/regioselective addition. Notably, strategy also suitable cyclic through diastereoselectively constructing two or three consecutive stereocenters.

Language: Английский

Citations

0

Controlled generation of ortho-quinone methides and (4+3) cyclization with 2-indolylalcohols by dual photoredox/Brønsted acid relay catalysis DOI Creative Commons
Dong Liang, Panpan Gao, Zhihan Zhang

et al.

Green Synthesis and Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Given the significance of oxacyclic frameworks in molecular scaffolds and drug discovery, it is intriguing to precisely construct manipulate such ring systems chemical research. In this area, intermolecular, multicomponent cyclization for synthesis diversely substituted seven-membered oxacycles under simple conditions still a challenge. Here, we report dual photoredox/Brønsted acid relay catalytic strategy situ generation ortho-quinone methides subsequent (4+3) with 2-indolylalcohols. one-pot reaction, two C-C one C-O bonds are formed, providing de novo access various biologically important indole-fused, oxygen-containing heterocycles. By virtue chiral phosphoric acid, an asymmetric version can also be achieved good excellent levels enantioselectivity (up 96:4 er).

Language: Английский

Citations

3

Metal-free phosphine-catalyzed visible-light-induced radical cyclization of alkenes: access to cyclic gem-difluoroacyl scaffolds DOI

Ruowen Li,

Yicong Li, Yiwei Liu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(13), P. 3717 - 3723

Published: Jan. 1, 2024

Visible-light-induced phosphine-catalyzed radical cyclization of bromodifluoroacyl arenes with diverse alkenes, affording a variety cyclic gem -difluoroacyl scaffolds in good to excellent yields.

Language: Английский

Citations

3

Recent Advances in Strategies for Halide Atom Transfer (XAT) and Their Applications DOI

Yifeng Jiang,

Yanli Yin, Zhiyong Jiang

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(6), P. 1733 - 1733

Published: Jan. 1, 2024

Language: Английский

Citations

2

Photocatalytic Multisite Functionalization of Unactivated Terminal Alkenes by Merging Polar Cycloaddition and Radical Ring‐Opening Process DOI
Haidong Liu, Yipeng Wang, Hui Wang

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(41)

Published: July 18, 2024

Abstract Although highly appealing for rapid access of molecular complexity, multi‐functionalization alkenes that allows incorporation more than two functional groups remains a prominent challenge. Herein, we report novel strategy merges dipolar cycloaddition with photoredox promoted radical ring‐opening remote C(sp 3 )−H functionalization, thus enabling smooth 1,2,5‐trifunctionalization unactivated alkenes. A regioselective [3+2] anchors reaction trigger onto alkene substrates. The subsequent halogen atom transfer (XAT) selectively initiates process, which is followed by series 1,5‐hydrogen (1,5‐HAT) and intermolecular fluorine (FAT) events. With this method, site‐selective introduction three different accomplished broad spectrum valuable β‐hydroxyl‐ϵ‐fluoro‐nitrile products are synthesized from readily available terminal

Language: Английский

Citations

2

Copper-catalyzed 1,4-aminohydroxylation and aminothiolation of 1,3-dienes by carbonyl-assisted migration DOI

Noah H. Watkins,

Yungeun Kwon,

Qiu Wang

et al.

Chem Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 101147 - 101147

Published: Oct. 1, 2024

Language: Английский

Citations

2

Mechanistic Studies on the 1,2-Spin-Center Shift in Carbohydrate Systems with a Fluorenylcyclopropyl Radical Clock DOI Creative Commons
Collin H. Witt, K. A. Woerpel

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(17), P. 12802 - 12807

Published: Aug. 22, 2023

The mechanism of the 1,2-spin-center shift in carbohydrate systems was studied with a fluorenylcyclopropyl radical clock. 1,2-rearrangement acyl fluorenylcyclopropane group without opening cyclopropane ring provides strongest evidence that occurs through concerted transition state intermediacy 1,3-dioxolanyl radical.

Language: Английский

Citations

4

Visible Light‐Induced EDA‐Complex Triggered Annulative Difunctionalization via Olefin‐Olefin Coupling and Radical Truce‐Smiles Rearrangement DOI

Karunamayee Mondal,

Mahiuddin Baidya

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 366(1), P. 148 - 153

Published: Dec. 9, 2023

Abstract An EDA complex comprising N ‐allyl bromodifluoroacetamides and tertiary alkyl amine was exploited to facilitate annulative difunctionalization reaction under visible‐light irradiation. This external photocatalyst‐free methodology garners olefin‐olefin coupling featuring a radical Truce‐Smiles rearrangement produced long‐chain functionalized gem ‐difluoropyrrolidones from N‐ substituted methacryloyl sulfonamides, while simple ‐aryl methacrylamides furnished pyrrolidinone‐oxindole hybrid lactams in high yields. Mechanistic investigations substantiate combined mechanism, involving charge‐transfer complex‐based cascade, alongside an α‐aminoalkyl radical‐triggered XAT process, exhibiting quantum yield value of 1.48.

Language: Английский

Citations

4

Photo-Induced Difluoroalkylation/Cyclization of Alkyne Ketones: A Novel Strategy to Access Difluoroalkyl Thiofavones DOI

Shengjie Song,

Can Luo,

Guan Wang

et al.

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

Published: Jan. 1, 2024

A photo-induced electron donor-acceptor (EDA) complex enabled tandem reaction of alkyne ketones

Language: Английский

Citations

1