1-Phospha-butadienes and 1H-phospholes via alkynylation of acetylenic phosphaalkenes.
Sign Up to like & getrecommendations! Published in 2023 at "ChemPlusChem"
DOI: 10.1002/cplu.202300054
Abstract: Carbon-rich motifs are important building blocks for the fabrication of functional and opto-electronic materials. Electronic tuning can be achieved by alteration of bonding topologies but also via incorporation of heteroelements, e.g. phosphorus. Herein we present… read more here.
Keywords: alkynylation acetylenic; alkynylation; phospha butadienes; via alkynylation ... See more keywords
Mechanism of Nickel(II)-Catalyzed C(2)–H Alkynylation of Indoles with Alkynyl Bromide
Sign Up to like & getrecommendations! Published in 2018 at "Organometallics"
DOI: 10.1021/acs.organomet.8b00177
Abstract: The nickel system (THF)2NiBr2/phen has recently been shown as an efficient catalyst for the C–H bond alkynylation of diverse heteroarenes with (triisopropylsilyl)alkynyl bromide via monodentate chelation assistance. Herein, we report an extensive mechanistic investigation for… read more here.
Keywords: alkynylation; alkynyl bromide; alkynylation indoles; phen ... See more keywords
Hypervalent Iodine Reagents Enable C-H Alkynylation with Iminophenylacetic Acids via Alkoxyl Radicals.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02210
Abstract: Here we report δ-C-H alkynylation to synthesize various δ-alkynols from iminophenylacetic acids. The hypervalent iodine-coordinated benziodoxole-alkoxyl-iminophenylacetic acid complex was the key intermediate and was characterized by X-ray crystallography for the first time. δ-C-H alkynylation is… read more here.
Keywords: reagents enable; hypervalent iodine; alkynylation; iodine reagents ... See more keywords
Stereoselective Electrophilic α-Alkynylation of α,α-Disubstituted N-tert-Butanesulfinyl Ketimines for Construction of Less Accessible Acyclic Quaternary Stereocenters.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03865
Abstract: In order to construct less accessible acyclic quaternary stereocenters, a protocol was developed to α-alkynylate α,α-disubstituted N-tert-butanesulfinyl ketimines stereoselectively using 1-(2-trimethylsilylethynyl)-1,2-benziodoxol-3(1H)-one in the presence of fluoride. Despite the steric and electrical similarity between the two… read more here.
Keywords: quaternary stereocenters; disubstituted tert; alkynylation; less accessible ... See more keywords
Visible-Light-Mediated Deacylated Alkynylation of Unstrained Ketone.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00145
Abstract: Deconstructive alkynylation of an unstrained ketone catalyzed by an organic photocatalyst under blue light irradiation is reported for the first time. A broad substrate scope with up to 63 examples, excellent functional group tolerance, and… read more here.
Keywords: alkynylation; unstrained ketone; alkynylation unstrained; mediated deacylated ... See more keywords
Pd(II)-Catalyzed C4-Selective Alkynylation of Indoles by a Transient Directing Group.
Sign Up to like & getrecommendations! Published in 2024 at "Organic letters"
DOI: 10.1021/acs.orglett.4c01970
Abstract: With alanine as a transient directing group, Pd-catalyzed regioselective alkynylation at the indole C4-position was successfully established in a good yield. The total synthesis of the PAF antagonist demonstrated the synthetic utility of this protocol.… read more here.
Keywords: directing group; group catalyzed; catalyzed selective; transient directing ... See more keywords
Ruthenium-Catalyzed Peri- and Ortho-Alkynylation with Bromoalkynes via Insertion and Elimination
Sign Up to like & getrecommendations! Published in 2017 at "Organic Letters"
DOI: 10.1021/acs.orglett.7b02655
Abstract: The alkynylation of naphthols takes place with total regiocontrol at the peri position of the hydroxyl group in the presence of [RuCl2(p-cymene)]2 as the catalyst. This reaction features high functional group tolerance. The related ortho-alkynylation… read more here.
Keywords: alkynylation; catalyzed peri; insertion; ortho alkynylation ... See more keywords
Dealkenylative Alkynylation Using Catalytic FeII and Vitamin C.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c05980
Abstract: In this paper, we report the synthesis of alkyl-tethered alkynes through ozone-mediated and FeII-catalyzed dealkenylative alkynylation of unactivated alkenes in the presence of alkynyl sulfones. This one-pot reaction, which employs a combination of a catalytic… read more here.
Keywords: alkynylation; dealkenylative alkynylation; catalytic feii; using catalytic ... See more keywords
Hydrogen-Bond-Donor Coupled Electron Transfer Enabled Copper-Catalyzed Asymmetric Radical Alkynylation with a Planar Chiral Ligand.
Sign Up to like & getrecommendations! Published in 2025 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.5c16975
Abstract: H-bonding noncovalent interactions can efficiently facilitate electron transfer in many biological processes and organic transformations, enabling the activation of inert chemical bonds. As a prominent example, utilizing H-bonding interaction, proton coupled electron transfer (PCET), wherein… read more here.
Keywords: electron transfer; coupled electron; alkynylation; bond ... See more keywords
Atroposelective synthesis of N-aryl peptoid atropisomers via a palladium(ii)-catalyzed asymmetric C–H alkynylation strategy†‡
Sign Up to like & getrecommendations! Published in 2021 at "Chemical Science"
DOI: 10.1039/d1sc01130h
Abstract: The introduction of chirality into peptoids is an important strategy to determine a discrete and robust secondary structure. However, the lack of an efficient strategy for the synthesis of structurally diverse chiral peptoids has hampered… read more here.
Keywords: peptoid atropisomers; alkynylation; aryl peptoid; palladium catalyzed ... See more keywords
Photochemical alkynylation of hydrosilanes by iron catalysis.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d2cc04056e
Abstract: Alkynylsilanes are one kind of essential synthetic block in organic chemistry. The established synthetic routes retain some drawbacks regarding harsh reaction conditions or expensive/rare metal catalysts. Herein, we report a method for iron-catalyzed, visible-light-induced alkynylation… read more here.
Keywords: alkynylation hydrosilanes; alkynylation; chemistry; iron catalysis ... See more keywords