Photoredox-Mediated Radical Addition/Cyclization To Construct Benzannulated 6,5-Spiroketal Glycosides DOI
Chen Li, Shouyun Yu

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Янв. 30, 2025

We herein present a green and mild photoredox strategy for constructing framework of benzannulated 6,5-spiroketal glycosides. This method employs various O-arylacetylene glycosides aryl ketone acids as the starting materials, facilitating rapid straightforward synthesis with up to 92% yields under catalytic conditions. efficient approach has potential significantly enhance molecular library carbohydrate-based pharmaceuticals.

Язык: Английский

Radical bicyclization of 1,6-enynes with sulfonyl hydrazides by the use of TBAI/TBHP in the aqueous phase DOI

Fa-Liang Liu,

Lan Mei,

Ling‐Tao Wang

и другие.

Chemical Communications, Год журнала: 2023, Номер 59(42), С. 6391 - 6394

Опубликована: Янв. 1, 2023

A novel 5-exo-dig/6-endo-trig bicyclization of 1,6-enynes with sulfonyl hydrazides in the aqueous phase using cheap and available tetrabutylammonium iodide (TBAI)-tert-butyl hydroperoxide (TBHP) combined system is reported. The resulting reaction diverse nitrogen- oxygen-polyheterocycles displays high chemical selectivity, step-economy, a moderate substrate scope. Moreover, iodosulfonylation can be realized by modulating structure 1,6-enynes.

Язык: Английский

Процитировано

13

Visible-Light-Induced Synthesis of Alkylsulfonated Isoquinolinones from 2-Aryl Indoles/Benzimidazoles through Insertion of Sulfur Dioxide DOI

Xin‐Qian Liu,

Yang Guo,

Wen-Qin Yu

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(13), С. 9293 - 9305

Опубликована: Июнь 7, 2023

A visible-light-induced three-component reaction of 2-aryl indoles/benzimidazoles, Hantzsch esters, and sodium pyrosulfite through a radical cascade cyclization process with the insertion sulfur dioxide is described. It provides novel powerful way for synthesis alkylsulfonated isoquinolinones. esters Na2S2O5 are employed as alkyl precursors SO2 surrogate, respectively. This transformation exhibits good functional group tolerance substrate applicability under mild conditions.

Язык: Английский

Процитировано

13

Iron-catalyzed oxosulfonylation of alkynes with small-ring compounds and Na2S2O5 for the synthesis of β-keto sulfones DOI

Liu-Bin Li,

Hui Qiu,

Mu-Han Li

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(20), С. 5190 - 5197

Опубликована: Янв. 1, 2023

An efficient and rapid iron-catalyzed oxosulfonylation of alkynes with small-ring compounds Na 2 S O 5 for the synthesis β -keto sulfones has been developed.

Язык: Английский

Процитировано

12

Sustainable Synthesis through Catalyst‐Free Photoinduced Cascaded Bond Formation DOI
Rosalin Bhanja, Shyamal Kanti Bera, Prasenjit Mal

и другие.

Chemistry - An Asian Journal, Год журнала: 2024, Номер 19(14)

Опубликована: Май 8, 2024

The beginning of photochemical reactions revolutionized synthetic chemistry through sustainable practices. This review explores cutting-edge developments in leveraging light-induced processes for generating cascaded C-C and C-hetero bonds without catalysts. Significantly, catalyst-free photoinduced methodologies have garnered considerable attention, especially the creation varied heterocyclic frameworks drug design synthesis natural products. article delves into underlying mechanisms, addresses limitations, evaluates various methodologies, emphasizing potential photocatalyst transition metal-free to enhance sustainability. Divided two sections, it covers recent strides C-heteroatom multiple bond formation reactions.

Язык: Английский

Процитировано

5

Functionalization of 1,3‐Butadiene Derivatives under Photo/Electrocatalysis DOI

Yinghui Huang,

Linhui Shen,

Chunhua Ma

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(28)

Опубликована: Май 20, 2024

Abstract In recent years, the functionalization of 1,3‐butadiene has become an attractive strategy for constructing allyl compounds with molecular and structural complexity, current research focuses on synthetic chemistry organic synthesis. Compared traditional synthesis method, methods promoted by photochemistry or electrochemistry represent environmentally friendly mild strategy. this review, reactions under photochemical/electrochemical processes in years are reviewed according to classification systems, particular emphasis corresponding reaction mechanism, which lays a foundation further exploration new catalytic methods.

Язык: Английский

Процитировано

5

Switchable In Situ SO2 Capture and CF3 Migration of Enol Triflates with Peroxyl Compounds under Iron Catalysis DOI

Qi-Chao Shan,

Shuai Liu,

Yuncheng Shen

и другие.

Organic Letters, Год журнала: 2022, Номер 24(36), С. 6653 - 6657

Опубликована: Сен. 1, 2022

Switchable in situ SO2 capture and CF3 migration of enol triflates with peroxyl compounds under iron catalysis are presented. By regulating the structure peroxides, a variety keto-functionalized dialkyl sulfones α-trifluoromethyl ketones were selectively synthesized good yields mild conditions.

Язык: Английский

Процитировано

19

Visible-Light-Enabled Ph3P/LiI-Promoted Tandem Radical Trifluoromethylation/Cyclization/Iodination of 1,6-Enynes with Togni’s Reagent DOI
Hui Liu, Xu Fan, Jinkai Hu

и другие.

The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(19), С. 12877 - 12889

Опубликована: Сен. 8, 2022

We report the visible-light-induced Ph3P/LiI-promoted intermolecular cascade trifluoromethyl radical addition/5-exo-dig cyclization/iodination of 1,6-enynes with Togni's reagent using LiI as iodine source without need transition metal, oxidant, and base. This reaction promises to be a useful method for preparation trifluoromethyl-substituted vinyl C-I bond-containing pyrrolidines benzofuran products good regioselectivity functional-group tolerance under ambient conditions.

Язык: Английский

Процитировано

17

A TBADT photocatalyst-enabled radical-induced cyclization pathway to access functionalized dihydrobenzofurans DOI

Punith S Gowda,

Duddu S. Sharada,

Gedu Satyanarayana

и другие.

Chemical Communications, Год журнала: 2023, Номер 59(59), С. 9094 - 9097

Опубликована: Янв. 1, 2023

Herein, this work describes a photoinduced visible light-mediated radical cyclization for constructing dihydrobenzofuran (DHB) scaffolds. Notably, cascade photochemical process is tolerable with various aromatic aldehydes and diverse alkynyl aryl ethers proceeds via an intramolecular 1,5-hydrogen atom transfer (HAT) pathway. Significantly, acyl C-H activation under mild conditions has been achieved without the use of additives or reagents. The photocatalyst, tetrabutylammonium decatungstate (TBADT), plays important role in present strategy by facilitating well-known hydrogen during course reaction.

Язык: Английский

Процитировано

11

Sulfonyl radical-triggered two/three-component tandem bicyclization of CN-containing 1,6-enynes under transition metal- and base-free conditions DOI

Hui Qiu,

Liu-Bin Li,

Xue‐Er Cai

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(16), С. 4139 - 4145

Опубликована: Янв. 1, 2023

Sulfonyl radical-triggered two/three-component tandem bicyclization of CN-containing 1,6-enynes.

Язык: Английский

Процитировано

11

Light‐Induced Domino and Multicomponent Reactions: How to Reach Molecular Complexity without a Catalyst DOI Creative Commons
Polyssena Renzi, Jacopo Scarfiello, Alberto Lanfranco

и другие.

European Journal of Organic Chemistry, Год журнала: 2023, Номер unknown

Опубликована: Авг. 31, 2023

Abstract Achieving high molecular complexity can be not trivial, but the exploitation of domino reactions provides an atom‐ and step‐economical method to reach this target. Over past decades, a lot efforts have been put on development photocatalytic cascades employing both metal‐based purely organic catalysts. Despite effectiveness these protocols, catalyst‐ additive‐free light‐induced are gaining momentum thank their efficiency, operational simplicity sustainability. The increasing number papers published field in last years is proof appeal transformations. In Review, we discuss multicomponent mediated by light with focus photocatalyst‐ processes. most recent advances synthesis complex nitrogen‐, oxygen‐, sulphur‐ selenium‐heterocycles together analysed emphasis experimental mechanistic studies.

Язык: Английский

Процитировано

10