Copper-catalyzed borylative cyclization of 1,n-enynyl phosphates leading to five- to eight-membered cyclic 1,4-dienyl boronates
Sign Up to like & getrecommendations! Published in 2017 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2017.02.059
Abstract: Abstract We report here a room temperature, efficient, and broadly applicable copper-catalyzed borylative cyclization of 1,n-enynyl (n = 6–9) phosphates for the concise synthesis of structurally diverse 5–8 membered cyclic 1,4-dienyl boronates, which represents the first Cu-catalyzed… read more here.
Keywords: cyclization enynyl; enynyl phosphates; copper catalyzed; membered cyclic ... See more keywords
Palladium-Catalyzed Borylative Cyclizations of α-(2-Bromoaryl) Ketones to Form 1,2-Benzoxaborinines.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03033
Abstract: Herein, we report that palladium catalyzes the borylative cyclization of α-(2-bromoaryl) ketones to afford 1,2-benzoxaborinines. The developed system is compatible with a variety of functionalities (Me, t-Bu, OMe, NMe2, F, Cl, CN, CF3, CO2Me, and… read more here.
Keywords: ketones form; palladium catalyzed; bromoaryl ketones; catalyzed borylative ... See more keywords
Organophosphorus-Catalyzed Borylative Ring-Opening of Vinylcyclopropanes: A Stereoselective Route to δ-Valerolactones.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.2c04284
Abstract: We report an operationally simple route to δ-valerolactones through an organophosphorus-catalyzed borylative ring-opening/allylation of vinylcyclopropanes providing δ-hydroxy esters stereoselectively. The δ-hydroxy esters were lactonized to obtain densely substituted δ-valerolactones. The present methodology exhibited enhanced functional… read more here.
Keywords: borylative ring; route valerolactones; organophosphorus catalyzed; catalyzed borylative ... See more keywords
Reagent- and Ligand-Dependent Mechanistic Trichotomy in Fe-Catalyzed Borylative Cyclizations of Enynes.
Sign Up to like & getrecommendations! Published in 2024 at "Organic letters"
DOI: 10.1021/acs.orglett.4c02088
Abstract: Based on some very recent results on Fe-catalyzed boron-source-dependent regiodivergent hydroborations of internal alkynes, we report here a boron-source-dependent but also ligand-dependent mechanistic trichotomy in borylative cyclizations. The choice of ligand plus boron source allows… read more here.
Keywords: borylative cyclizations; dependent mechanistic; catalyzed borylative; mechanistic trichotomy ... See more keywords
Regio- and Chemoselective Access to Borylmethyl-Substituted Silacyclobutanes via Copper-Catalyzed Borylative Cyclization.
Sign Up to like & getrecommendations! Published in 2025 at "Organic letters"
DOI: 10.1021/acs.orglett.5c02782
Abstract: Silacyclobutanes (SCBs) are pivotal synthons for constructing complex organosilicon architectures; however, synthetic routes to β-functionalized SCBs remain underexplored. Herein we report a novel Cu(I)-catalyzed borylative cyclization strategy that enables regio- and chemoselective synthesis of β-functionalized… read more here.
Keywords: regio chemoselective; borylative cyclization; catalyzed borylative; substituted silacyclobutanes ... See more keywords
Copper-Catalyzed Borylative Cyclization of Substituted N-(2-Vinylaryl)benzaldimines.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b00213
Abstract: A t-BuOCu-initiated reaction sequence of styrene borometalation and intramolecular imine addition has been achieved using a Cu(OTf)2/dppf combination as catalyst. The product of this reaction cascade is a useful 2,3-disubstituted indoline bearing a versatile boryl… read more here.
Keywords: substituted vinylaryl; copper catalyzed; cyclization substituted; borylative cyclization ... See more keywords
Copper-Catalyzed Borylative Ring Closing C–C Coupling toward Spiro- and Dispiroheterocycles
Sign Up to like & getrecommendations! Published in 2018 at "ACS Catalysis"
DOI: 10.1021/acscatal.8b00257
Abstract: The synthesis of spiroheterocyclic structures with a pendant methylene boronate substituent has been accomplished to promote further functionalization. A Cu-catalyzed borylative ring closing C–C coupling of an alkenyl halide is the key step toward the… read more here.
Keywords: catalyzed borylative; borylative ring; closing coupling; copper catalyzed ... See more keywords
Enantioselective Copper-Catalyzed Borylative Amidation of Allenes.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c10507
Abstract: An approach for the copper-catalyzed synthesis of enantioenriched amides bearing an α-stereogenic center is disclosed. This method involves the addition of an allyl copper species to an isocyanate and allows access to α-substituted chiral amides… read more here.
Keywords: copper; borylative amidation; enantioselective copper; catalyzed borylative ... See more keywords
Cu-catalyzed borylative cyclization of N-(o-alkynylaryl)imines.
Sign Up to like & getrecommendations! Published in 2025 at "Chemical communications"
DOI: 10.1039/d5cc00679a
Abstract: We report herein the first copper-catalyzed intramolecular borylative cyclization of alkynes with imines, providing efficient access to alkenyl boronate-containing indolines. Preliminary mechanistic studies suggested a nucleophilic addition process for the alkenyl copper-trapping step, in which… read more here.
Keywords: alkynylaryl imines; borylative cyclization; catalyzed borylative; copper ... See more keywords
Updated Progress of the Copper-Catalyzed Borylative Functionalization of Unsaturated Molecules
Sign Up to like & getrecommendations! Published in 2023 at "Molecules"
DOI: 10.3390/molecules28052252
Abstract: Borylation has become a powerful method to synthesize organoboranes as versatile building blocks in organic synthesis, medicinal chemistry, and materials science. Copper-promoted borylation reactions are extremely attractive due to the low cost and non-toxicity of… read more here.
Keywords: molecules updated; copper; updated progress; catalyzed borylative ... See more keywords