Green Chemistry, Journal Year: 2022, Volume and Issue: 25(2), P. 671 - 677
Published: Dec. 16, 2022
A highly operationally convenient and environmentally benign approach of the iodosulfonylation cyclopropenes, styrenes, alkynes in water has been reported.
Language: Английский
Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(24), P. 13476 - 13483
Published: June 10, 2023
A novel asymmetric radical strategy for the straightforward synthesis of atropisomerically chiral vinyl arenes has been established herein, proceeding through copper-catalyzed atroposelective cyanation/azidation aryl-substituted radicals. Critical to success relay process is capture highly reactive radicals with L*Cu(II) cyanide or azide species. Moreover, these axially vinylarene products can be easily transformed into enriched amides and amines, enantiomerically benzyl nitriles via an axis-to-center chirality transfer process, pure organocatalyst chemo-, diastereo-, enantioselective (4 + 2) cyclization reaction.
Language: Английский
Citations
32
Science China Chemistry, Journal Year: 2024, Volume and Issue: 67(6), P. 2022 - 2028
Published: March 7, 2024
Language: Английский
Citations
9
Chemical Communications, Journal Year: 2022, Volume and Issue: 58(57), P. 7850 - 7873
Published: Jan. 1, 2022
Olefins and akynes are synthetically important building blocks in modern organic synthesis. This review highlights the recent developments direct functionalization of olefins alkynes via photoinduced copper-based catalysis.
Language: Английский
Citations
27
Science China Chemistry, Journal Year: 2023, Volume and Issue: 67(2), P. 558 - 567
Published: Sept. 27, 2023
Language: Английский
Citations
15
ACS Catalysis, Journal Year: 2023, Volume and Issue: 13(16), P. 11001 - 11011
Published: Aug. 4, 2023
The radical 1,2-difunctionalization reaction of alkynes has evolved into a versatile approach to multisubstituted alkylenes. However, robust catalytic strategies perform carboamination are lacking, despite the ubiquity resulting enamines in natural molecules, bioactive and pharmaceutical compounds. Herein, we show that bidentate coordinating group judiciously installed on amines could act as an efficient tool for enabling trifluoromethylamidation alkynes. This strategy exhibits broad substrate scope with good functional compatibility is amenable late-stage functionalization compounds biologically relevant motifs, allowing straightforward synthesis large library CF3-containing enamides, high-value pharmacophores, single step from readily accessible amides, Langlois' reagent, current methodology can also be successfully extended difluoromethylamidation Additionally, various mechanistic experiments, such competition H/D isotopic exchanging trap Hammett studies, kinetic have been performed better understanding mechanism.
Language: Английский
Citations
13
Chemical Science, Journal Year: 2023, Volume and Issue: 14(35), P. 9452 - 9460
Published: Jan. 1, 2023
We report an azido-alkynylation of alkenes allowing a straightforward access to homopropargylic azides by combining hypervalent iodine reagents and alkynyl-trifluoroborate salts. The design photocatalytic redox-neutral radical polar crossover process was key develop this transformation. A variety possessing electron-rich -poor aryls, heterocycles or ether substituents could be accessed in 34-84% yield. products are synthetically useful building blocks that easily transformed into pyrroles bioactive amines.
Language: Английский
Citations
13
The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(7), P. 4607 - 4618
Published: March 21, 2024
We have developed a visible-light-driven method for thioester synthesis that relies on the unique dual role of thiobenzoic acids as one-electron reducing agents and reactants leading to formation sulfur radical species. This synthetic process offers wide scope, accommodating various thioacid thiol substrates without need photocatalyst.
Language: Английский
Citations
5
JACS Au, Journal Year: 2023, Volume and Issue: 3(10), P. 2862 - 2872
Published: Sept. 25, 2023
Regio-divergent propargylic substitution to generate functionally diverse products from identical starting materials remains a formidable challenge, probably due the unpredictable regiochemical complexity. In practically, synthesis of α-quaternary propargylic-substituted is still much less developed, and preprepared nucleophiles are generally applied in this type reaction with substrates, which limits efficiency diversity obtained products. Herein, we disclose unprecedented three-component α-diazo esters amines carbonates under dirhodium/palladium dual catalysis. The key success multicomponent avoid two-component side reactions through tandem process dirhodium(II)-catalyzed carbene insertion palladium-catalyzed regiodivergent substitution. judicious selection diphosphine (dppf) or monophosphine (tBuBrettphos) as ligand crucial for different switchable way, 1,3-dienyl propargylated products, high regio- chemoselectivities.
Language: Английский
Citations
12
Chemical Communications, Journal Year: 2024, Volume and Issue: 60(18), P. 2532 - 2535
Published: Jan. 1, 2024
An efficient photocatalytic method was developed for selective perfluoroalkylation of terminal alkynes via in-situ generated EDA complexes derived from a thymol anion and perfluoroalkyl iodides.
Language: Английский
Citations
4
Acta Chimica Sinica, Journal Year: 2024, Volume and Issue: 82(6), P. 658 - 658
Published: Jan. 1, 2024
Language: Английский
Citations
4