Cross-Dehydrogenative Alkynylation: A Powerful Tool for the Synthesis of Internal Alkynes.
Sign Up to like & getrecommendations! Published in 2020 at "ChemSusChem"
DOI: 10.1002/cssc.202001165
Abstract: Alkynes are among the most fundamentally important organic compounds and are widely used in synthetic chemistry, biochemistry and material science. Thus, the development of an efficient and sustainable method for the preparation of alkynes has… read more here.
Keywords: dehydrogenative alkynylation; powerful tool; internal alkynes; cross dehydrogenative ... See more keywords
Stereoselective Carboperfluoroalkylation of Internal Alkynes: Mechanistic Insights
Sign Up to like & getrecommendations! Published in 2017 at "Topics in Catalysis"
DOI: 10.1007/s11244-017-0743-y
Abstract: A Pd-catalyzed difunctionalization of internal alkynes combining boronic acids and perfluoroalkyl iodides under mild conditions is described here. Tetrasubstituted olefins containing perfluoroalkyl groups are synthesized in high yields in a regio- and stereoselective manner. Mechanistic… read more here.
Keywords: alkynes mechanistic; internal alkynes; carboperfluoroalkylation internal; stereoselective carboperfluoroalkylation ... See more keywords
Unconventional Insertions of Internal Alkynes into a Mixed-Valent Silaiminyl-Silylene.
Sign Up to like & getrecommendations! Published in 2024 at "Inorganic chemistry"
DOI: 10.1021/acs.inorgchem.4c02384
Abstract: The reactivity of a mixed-valent silaiminyl-silylene [LSi-Si(NDipp)L] (L = PhC(NtBu)2, Dipp = 2,6-iPr-C6H3) toward various substituted internal alkynes was investigated. In contrast to previous reports that primarily yield [Si(μ-C2)Si]-modified rings via 1,2-addition of two silylenes… read more here.
Keywords: silaiminyl silylene; unconventional insertions; mixed valent; insertions internal ... See more keywords
(Arylimido)niobium(V)–Alkylidenes, Nb(CHSiMe3)(NAr)[OC(CF3)3](PMe3)2, That Enable to Proceed Living Metathesis Polymerization of Internal Alkynes
Sign Up to like & getrecommendations! Published in 2020 at "Macromolecules"
DOI: 10.1021/acs.macromol.0c00874
Abstract: Living polymerizations of internal alkynes (2-hexyne, 3-hexyne, 4-methyl-2-pentyne, and 1-phenyl-1-propyne) have been demonstrated at 50 °C by (arylimido)niobium(V)–alkylidene complex catalysts, Nb(CHSiMe3)(NAr)[OC(CF3)3](PMe3)2 [Ar = 2,6-Me2C6H3 (4a), 2-MeC6H4 (4c), and 2,6-Cl2C6H3 (4d)], in the presence of PMe3,… read more here.
Keywords: pme3; polymerization; internal alkynes; arylimido niobium ... See more keywords
Ru(0)-Catalyzed Straightforward Synthesis of Conjugated Tetraenes: An Approach using Two Internal Alkynes with 1,3-Butadiene
Sign Up to like & getrecommendations! Published in 2018 at "Organometallics"
DOI: 10.1021/acs.organomet.7b00801
Abstract: The Ru(0)-catalyzed straightforward synthesis of conjugated tetraenes has been achieved in up to 85% yield by coupling of 2 equiv of internal alkynes with 1,3-butadiene at room temperature. The stoichiometric reaction of [Ru(η4-cisoid-1,3-butadiene)(η4-1,5-COD)(NCMe)] with 2… read more here.
Keywords: synthesis conjugated; straightforward synthesis; internal alkynes; alkynes butadiene ... See more keywords
Late-Stage Diversification of Biarylphosphines through Rhodium(I)-Catalyzed C-H Bond Alkenylation with Internal Alkynes.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c02023
Abstract: We report herein P(III)-directed C-H bond alkenylation of (dialkyl)- and (diaryl)biarylphosphines using internal alkynes. Chloride-free [Rh(OAc)(COD)]2 acts as a better catalyst than commercially available [RhCl(COD)]2. Conditions were developed to control the mono- and difunctionalization depending… read more here.
Keywords: internal alkynes; bond alkenylation; late stage; stage diversification ... See more keywords
Copper-Catalyzed Chemo-, Regio-, and Stereoselective Multicomponent 1,2,3-Trifunctionalization of Internal Alkynes.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00499
Abstract: Herein, we report the first diaryliodonium salts promoted multicomponent 1,2,3-trifunctionalization of alkynes, where both the acetylenic bond and the adjacent nonactivated propargylic C(sp3)-H bond were functionalized synergistically to generate α-arylated enones with high chemo-, regio-,… read more here.
Keywords: multicomponent trifunctionalization; chemo regio; internal alkynes;
Palladium-Catalyzed Regio- and Stereoselective Hydroaminocarbonylation of Unsymmetrical Internal Alkynes toward α,β-Unsaturated Amides.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01693
Abstract: α,β-Unsaturated amides play a vital role in natural products, pharmaceuticals, organic synthesis, and functional materials. Herein, we disclosed a regio- and stereoselective hydroaminocarbonylation of unsymmetrical internal alkynes via palladium catalysis to synthesize α,β-unsaturated amides. This… read more here.
Keywords: internal alkynes; hydroaminocarbonylation unsymmetrical; unsymmetrical internal; regio stereoselective ... See more keywords
Rhodium-Catalyzed Annulation of Vinylated Tyrosines with Internal Alkynes to Access Oxepine-Mounted Unnatural Tyrosines and Its Peptide Late Stage Functionalization.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02820
Abstract: A Rh(III)-catalyzed [5+2] annulation of vinyl tyrosines with symmetrical and unsymmetrical internal alkynes was achieved, furnishing a series of oxepine-mounted tyrosine-based unnatural amino acids. In addition, the chemical applicability of the developed strategy was exemplified… read more here.
Keywords: stage functionalization; catalyzed annulation; internal alkynes; late stage ... See more keywords
Copper-Catalyzed Synthesis of 3-Silyl-1-silacyclopent-2-enes via Regio- and anti-Selective Addition of Silylboronates to Silicon-Containing Internal Alkynes.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c01526
Abstract: A copper-catalyzed disilylative cyclization of silicon-containing internal alkynes with silylboronates has been developed for the synthesis of 3-silyl-1-silacyclopent-2-enes. The reaction proceeded regio- and anti-selectively under simple and mild conditions by employing a combination of nucleophilic… read more here.
Keywords: internal alkynes; containing internal; synthesis; copper catalyzed ... See more keywords
Base-Catalyzed Chemo-, Regio- and Stereoselective Addition of Quinazolinones to Trifluoromethylated Internal Alkynes for Access to N3-Vinylquinazolinones.
Sign Up to like & getrecommendations! Published in 2025 at "Organic letters"
DOI: 10.1021/acs.orglett.5c01683
Abstract: A base-catalyzed addition of quinazolinones to unsymmetrical trifluoromethylated internal alkynes was accomplished for straightforward access to various N3-vinylquinazolinones. Excellent chemo-, regio-, and stereoselectivity were achieved along with moderate to good efficacy for broad substrate scope… read more here.
Keywords: base catalyzed; chemo regio; trifluoromethylated internal; internal alkynes ... See more keywords