Palladium-Catalyzed Addition/Cyclization of (2-Hydroxyaryl)boronic Acids with Alkynylphosphonates: Access to Phosphacoumarins.
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DOI: 10.1021/acs.orglett.0c03151
Abstract: A facile palladium-catalyzed addition/cyclization of (2-hydroxyaryl)boronic acids with alkynylphosphonates has been developed, providing an effective strategy to construct a series of valuable phosphacoumarins. This methodology features excellent regioselectivity and broad substrate tolerance. read more here.
Keywords: cyclization hydroxyaryl; boronic acids; catalyzed addition; palladium catalyzed ... See more keywords
Photoredox-Catalyzed Addition of Dibromofluoromethane to Alkenes: Direct Synthesis of 1-Bromo-1-fluoroalkanes.
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DOI: 10.1021/acs.orglett.1c00639
Abstract: Reported herein is a direct and efficient route to 1-bromo-1-fluoroalkanes through the reaction of unactivated alkenes with dibromofluoromethane under photoredox catalysis. The key to the success of these addition reactions is the employment of a… read more here.
Keywords: catalyzed addition; bromo fluoroalkanes; bromo; dibromofluoromethane ... See more keywords
Gold-Catalyzed Addition of β-Oxo Enols at Tethered Alkynes via a Non-Conia-ene Pathway: Observation of a Formal 1,3-Hydroxymethylidene Migration.
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DOI: 10.1021/acs.orglett.3c00504
Abstract: With the relay process of Ag(I)/Au(I) catalysts, a one-pot synthesis of skeletally rearranged (1-hydroxymethylidene)indene derivatives from 2-alkynylbenzaldehydes and α-diazo esters is described. This cascade sequence involves Au(I)-catalyzed 5-endo-dig attack of highly enolizable aldehydes at the… read more here.
Keywords: tethered alkynes; catalyzed addition; migration; gold catalyzed ... See more keywords
Palladium-Catalyzed Addition of Trifluoroacetylsilanes to Alkenes and Allenes via the Cleavage of C-Si Bonds.
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DOI: 10.1021/acs.orglett.4c00595
Abstract: The palladium-catalyzed addition of trifluoroacetylsilanes to alkenes and allenes via the cleavage of the C-Si bonds is reported. When alkenes are used, cyclopropanation occurs to afford cyclopropane derivatives bearing CF3 and siloxy groups with a… read more here.
Keywords: alkenes allenes; palladium catalyzed; trifluoroacetylsilanes alkenes; addition trifluoroacetylsilanes ... See more keywords
Zn(II)-Catalyzed Addition of Aromatic/Heteroaromatic C(sp2)-H to Azoalkenes: A Polarity-Reversed Arylation of Carbonyl Compounds.
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DOI: 10.1021/acs.orglett.9b01628
Abstract: An umpolung α-(hetero)arylation strategy that involves the Michael-type reaction between electron-rich (hetero)aromatic substrates and azoalkenes is developed. The reaction proceeds under very mild conditions at room temperature and in the presence of inexpensive, nontoxic ZnCl2… read more here.
Keywords: catalyzed addition; addition aromatic; sp2 azoalkenes; arylation ... See more keywords
Nickel-Catalyzed Addition of C-C Bonds of Amides to Strained Alkenes: The 1,2-Carboaminocarbonylation Reaction.
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DOI: 10.1021/jacs.1c09265
Abstract: C(aryl)-C(═O) bonds of aryl amides can be activated and added across alkenes with the aid of a nickel catalyst. This 1,2-carboaminocarbonylation reaction enables the dicarbofunctionalization of alkenes with an atom economy of 100%. read more here.
Keywords: nickel catalyzed; addition bonds; catalyzed addition; carboaminocarbonylation ... See more keywords
Chemo-, regio-, and enantioselective synthesis of allylic nitrones via rhodium-catalyzed addition of oximes to allenes.
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DOI: 10.1039/c9cc03391b
Abstract: The first chemo-, regio-, and enantioselective rhodium-catalyzed addition of oximes to allenes is reported. Using a Rh(i)/Josiphos catalyst system under mild conditions, the construction of allylic C-N bonds instead of C-O bonds was achieved. This… read more here.
Keywords: catalyzed addition; regio enantioselective; rhodium catalyzed; oximes allenes ... See more keywords
Phosphine-catalyzed γ-addition of nitroacetates to allenoates for enantioselective creation of α,α-disubstituted α-amino acid precursors
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DOI: 10.1039/d1qo01016f
Abstract: Enantioselective γ-addition of readily available α-substituted nitroacetates to allenoates has been achieved. read more here.
Keywords: phosphine catalyzed; catalyzed addition; addition; addition nitroacetates ... See more keywords
Base-catalyzed addition of silylacetylenes to ketones: a route to protected tertiary propargyl alcohols
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DOI: 10.1039/d3qo00579h
Abstract: The base-catalyzed addition of alkynylsilanes to ketone derivatives enables the formation of various silyl-protected propargylic alcohols. Commercially available and inexpensive potassium bis(trimethylsilyl)amide (KHMDS) serves as an efficient transition metal-free catalyst... read more here.
Keywords: silylacetylenes ketones; base catalyzed; catalyzed addition; ketones route ... See more keywords
Cobalt(III)-Catalyzed 1,4-Addition of C(sp3)–H Bonds to Maleimides
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DOI: 10.1055/s-0037-1609847
Abstract: Quinolines and succinimides play a crucial role in many pharmaceutical and natural products. Although sp2 C–H bond addition reactions have been extensively investigated, Co(III)-catalyzed sp3 C–H bond 1,4-addition reactions are relatively unexplored. In this manuscript,… read more here.
Keywords: catalyzed addition; addition; addition sp3; iii catalyzed ... See more keywords
Synthesis of 1-Substituted 1,3-Dioxybuta-1,3-dienes by Palladium-catalyzed Addition of Methyl Ketones to an Aryl Silylethynyl Ether
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DOI: 10.1246/cl.180582
Abstract: Synthesis of 1-substituted 1-siloxy-3-aryloxybuta-1,3-dienes is achieved starting with readily available methyl ketones by a reaction sequence involving a palladium-catalyzed addition of the ketone... read more here.
Keywords: palladium catalyzed; catalyzed addition; methyl ketones; synthesis substituted ... See more keywords