Metal‐Free Synthesis of Thiosulfonates via Insertion of Sulfur Dioxide DOI
Guoqing Li, Ziyu Gan,

Ke‐Xin Kong

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2019, Номер 361(8), С. 1808 - 1814

Опубликована: Март 8, 2019

Abstract A simple and catalyst‐free strategy was developed for the synthesis of unsymmetrical thiosulfonates using readily available DABCO⋅(SO 2 ) as a solid bench‐stable sulfur dioxide surrogate. The corresponding were obtained through radical pathway with good functional group tolerance. This offers promising method construction diverse useful in field synthetic pharmaceutical chemistry extends number still limited fixation strategies. magnified image

Язык: Английский

Recent advances of 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) in photocatalytic transformations DOI
Tianyi Shang,

Linghui Lu,

Zhong Cao

и другие.

Chemical Communications, Год журнала: 2019, Номер 55(38), С. 5408 - 5419

Опубликована: Янв. 1, 2019

In this review, the recent advances of application 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) as a photoredox catalyst in past three years (2016–2018) for various organic reactions are summarized.

Язык: Английский

Процитировано

557

Visible light photocatalysis in the late-stage functionalization of pharmaceutically relevant compounds DOI
Rolando Cannalire, Sveva Pelliccia, Luca Sancineto

и другие.

Chemical Society Reviews, Год журнала: 2020, Номер 50(2), С. 766 - 897

Опубликована: Дек. 22, 2020

Recent developments and future prospects of visible-light photocatalysis in the late-stage functionalization pharmaceuticals natural bioactive compounds.

Язык: Английский

Процитировано

336

Multicomponent reactions and photo/electrochemistry join forces: atom economy meets energy efficiency DOI
Guglielmo Coppola, Serena Pillitteri, Erik V. Van der Eycken

и другие.

Chemical Society Reviews, Год журнала: 2022, Номер 51(6), С. 2313 - 2382

Опубликована: Янв. 1, 2022

Visible-light photoredox catalysis has been regarded as an extremely powerful tool in organic chemistry, bringing the spotlight back to radical processes. The versatility of photocatalyzed reactions already demonstrated be effective providing alternative routes for cross-coupling well multicomponent reactions. photocatalyst allows generation high-energy intermediates through light irradiation rather than using highly reactive reagents or harsh reaction conditions. In a similar vein, electrochemistry experienced fruitful renaissance generating without need any catalyst. Such milder approaches pose basis toward higher selectivity and broader applicability. electrochemical reactions, species acts starter cascade events. This diverse reactivity use is usually not covered by classical methods. Owing availability cheaper more standardized photo- reactors, easily scalable flow-setups, it surprising that these two fields have become areas increased research interest. Keeping view, this review aimed at overview synthetic design MCRs involving and/or activation crucial step with particular focus on choice difunctionalized reagent.

Язык: Английский

Процитировано

167

Recent Advances in the Construction of Spiro Compounds via Radical Dearomatization DOI
Wenchao Yang, Mingming Zhang,

Jianguo Feng

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2020, Номер 362(21), С. 4446 - 4461

Опубликована: Июль 15, 2020

Abstract The field in dearomatization of aromatic compounds for the construction spirocycle has been developed rapidly over last two decades and it provides alternative synthetic method without using extra stoichiometric amounts chemical oxidants or reductants. In addition, radical cascade reactions alkenes alkynes that produce multiple bonds one‐step are significant direct efficient building complex molecules. By combining these concepts, opens a new powerful avenue accessing These have well explored past decade. As result, we summarize recent eventful advances this growing area as review, which typical examples listed mechanism also discussed. magnified image

Язык: Английский

Процитировано

156

Transition-Metal-Catalyzed Functionalization of Alkynes with Organoboron Reagents: New Trends, Mechanistic Insights, and Applications DOI Creative Commons
Javier Corpas, Pablo Mauleón, Ramón Goméz Arrayás

и другие.

ACS Catalysis, Год журнала: 2021, Номер 11(12), С. 7513 - 7551

Опубликована: Июнь 9, 2021

Catalytic functionalization of alkynes with organoboron reagents provides a straightforward access to stereochemically defined multisubstituted alkenes, which are structural motifs commonly found in bioactive compounds and organic materials. Recent progress has substantially broadened the scope this field on several fronts. Strategies for regioselectivity control 1,2-migratory insertion across unsymmetrical internal alkynes, as well direct products anti-insertion stereochemistry, have been devised. The alkenyl-to-aryl 1,4-metal migration upon metal recently exploited powerful cascade sequences leading complex polycyclic scaffolds, including development enantioselective processes. Elegant enantiospecific dynamic kinetic resolution methods developed accessing chiral allenes from propargylic alcohol derivatives. Mechanistic manifolds emerged based single-electron transfer (SET) that provided fresh impetus alkyne 1,2-difunctionalization complementary stereoselectivity processes relying 1,2-insertion R–M species. Herein, we discuss most recent advances transition-metal-catalyzed using reagents, categorized according type mechanistic outcome. Emphasis is placed aspects, synthetic utility, limitations, challenges future research.

Язык: Английский

Процитировано

150

Design principles of the use of alkynes in radical cascades DOI
Chaowei Hu,

Justice Mena,

Igor V. Alabugin

и другие.

Nature Reviews Chemistry, Год журнала: 2023, Номер 7(6), С. 405 - 423

Опубликована: Март 28, 2023

Язык: Английский

Процитировано

53

Silver-catalyzed decarboxylative radical cascade cyclization toward benzimidazo[2,1-a]isoquinolin-6(5H)-ones DOI
Kai Sun, Shijun Li, Xiaolan Chen

и другие.

Chemical Communications, Год журнала: 2019, Номер 55(19), С. 2861 - 2864

Опубликована: Янв. 1, 2019

A simple and efficient decarboxylative radical addition/cyclization strategy was developed, by which a wide range of benzimidazo[2,1-a]isoquinoline-6(5H)-ones were prepared in one-pot via reaction functionalized 2-arylbenzoimidazoles carboxylic acids the presence K2S2O8/AgNO3 under mild conditions.

Язык: Английский

Процитировано

124

Metal-free difunctionalization of alkynes leading to alkenyl dithiocyanates and alkenyl diselenocyanates at room temperature DOI

Linghui Lu,

Si‐Jia Zhou,

Wei-Bao He

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2018, Номер 16(46), С. 9064 - 9068

Опубликована: Янв. 1, 2018

A simple and practical method for the synthesis of alkenyl dithiocyanates diselenocyanates has been developed via stereoselective difunctionalization alkynes with NaSCN or KSeCN at room temperature. Through this methodology, a series could be efficiently conveniently obtained in moderate to good yields under mild metal-free conditions by use oxone PhI(OAc)2 as oxidants.

Язык: Английский

Процитировано

98

Nitriles as radical acceptors in radical cascade reactions DOI
Kai Sun, Qi‐Yan Lv, Ying‐Wu Lin

и другие.

Organic Chemistry Frontiers, Год журнала: 2020, Номер 8(3), С. 445 - 465

Опубликована: Окт. 26, 2020

The application of the cyano group as a radical acceptor in cascade reactions for construction various important heterocycles and carbocycles was summarized.

Язык: Английский

Процитировано

98

Metal‐Free Visible‐Light Promoted Radical Cyclization to Access Perfluoroalkyl‐Substituted Benzimidazo[2,1‐a]isoquinolin‐6(5H)‐ones and Indolo[2,1‐a]isoquinolin‐6(5H)‐ones DOI

Fan‐Lin Zeng,

Kai Sun, Xiaolan Chen

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2019, Номер 361(22), С. 5176 - 5181

Опубликована: Сен. 26, 2019

Abstract A metal‐free visible‐light‐induced cyclization procedure was developed for the rapid synthesis of perfluoroalkyl‐substituted benzimidazo[2,1‐ a ]isoquinolin‐6(5 H )‐ones and indolo[2,1‐ under mild reaction conditions. In this procedure, formation electron‐donor‐acceptor (EDA) complex is critical visible‐light promoted process to avoid utilization external photocatalysts. magnified image

Язык: Английский

Процитировано

96