Cobalt-catalyzed oxidative esterification of allylic/benzylic C(sp3)–H bonds
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DOI: 10.1016/j.tet.2017.04.002
Abstract: A protocol for the cobalt-catalyzed oxidative esterification of allylic/benzylic C(sp3)–H bonds with carboxylic acids was developed in this work. Mechanistic studies revealed that C(sp3)–H bond activation in the hydrocarbon was the turnover-limiting step and the… read more here.
Keywords: esterification allylic; benzylic sp3; cobalt catalyzed; oxidative esterification ... See more keywords
Ferric nitrate-catalyzed aerobic oxidation of benzylic sp3 CH bonds of ethers and alkylarenes
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DOI: 10.1016/j.tet.2017.04.011
Abstract: A simple catalytic oxidation system was developed for the selective aerobic oxidation of structurally diverse benzylic sp3 CH bonds of ethers and alkylarenes. The reactions were performed with Fe(NO3)3·9H2O as the catalyst, KPF6 as the… read more here.
Keywords: ethers alkylarenes; oxidation; benzylic sp3; sp3 bonds ... See more keywords
Copper(I)-catalyzed benzylic C(sp3)–H geminal difunctionalization: Successive oxidative intramolecular amidation and hydroxylation
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DOI: 10.1016/j.tet.2018.11.023
Abstract: Abstract A selective copper(I)-catalyzed benzylic C(sp3)–H geminal difunctionalization reaction of a benzylic-type sp3 carbon was developed. This novel strategy allowed simultaneous introduction of amide and hydroxyl group in a highly selective and efficient way via… read more here.
Keywords: geminal difunctionalization; catalyzed benzylic; successive oxidative; sp3 geminal ... See more keywords
AIBN initiated functionalization of the benzylic sp3 C H and C C bonds in the presence of dioxygen
Sign Up to like & getrecommendations! Published in 2021 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2020.152806
Abstract: Abstract A sp3 C H bond functionalization and C C bond cleavage were realized by AIBN/O2 catalyst system, providing a series of benzophenones under mild reaction conditions. The mechanistic study shows that a peroxide intermediate… read more here.
Keywords: functionalization benzylic; initiated functionalization; functionalization; aibn initiated ... See more keywords
Electrochemical Benzylic C(sp3)–H Acyloxylation
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DOI: 10.1021/acs.orglett.2c01930
Abstract: The development of sustainable C(sp3)–H functionalization methods is of great interest to the pharmaceutical and agrochemical industries. Anodic oxidation is an efficient means of producing benzylic cations that can undergo subsequent in situ nucleophilic attack… read more here.
Keywords: benzylic sp3; sp3 acyloxylation; sp3; electrochemical benzylic ... See more keywords
Oxidative Trifluoroacetoxylation of 1°, 2°, and 3° Benzylic C(sp3)-H Bond Donors Using N-Trifluoroacetoxyquinuclidinium Salts under Photoredox Catalysis.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02946
Abstract: N-Trifluoroacetoxyquinuclidinium trifluoroacetate was prepared in situ from quinuclidine N-oxide and (CF3CO)2O. Except for some electron-poor substrates, this reagent allows for the high-yielding oxidative trifluoroacetoxylation of 1°, 2°, and 3° benzylic C-H bonds under photocatalytic conditions.… read more here.
Keywords: benzylic sp3; trifluoroacetoxyquinuclidinium; trifluoroacetoxylation; oxidative trifluoroacetoxylation ... See more keywords
Copper-catalyzed aerobic benzylic sp3 C–H oxidation mediated synthesis of 2,4,5-trisubstituted imidazoles via a domino multi-component reaction
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DOI: 10.1039/c7gc02484c
Abstract: An efficient and practical aerobic benzylic sp3 C–H oxidation as a key step towards the domino multi-component synthesis of 2,4,5-trisubstituted imidazoles has been reported. This green methodology employs an inexpensive catalytic copper/oxygen system and proceeds… read more here.
Keywords: methodology; aerobic benzylic; multi component; domino multi ... See more keywords
Heterocyclization involving benzylic C(sp3)-H functionalization enabled by visible light photoredox catalysis.
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DOI: 10.1039/c9cc04287c
Abstract: A general and efficient method for heterocyclization involving benzylic C(sp3)-H functionalization enabled by visible light photoredox catalysis to access a wide range of structurally diverse oxygen as well as nitrogen heterocycles up to a gram… read more here.
Keywords: sp3 functionalization; enabled visible; heterocyclization involving; functionalization enabled ... See more keywords
Copper-catalyzed oxidative benzylic C(sp3)-H amination: direct synthesis of benzylic carbamates.
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DOI: 10.1039/d0cc05226d
Abstract: A new efficient strategy to access benzylic carbamates through C-H activation is reported. The use of a catalytic amount of a Cu(i)/diimine ligand in combination with NFSI ((PhSO2)2NF) or F-TEDA-PF6 as oxidants and H2NCO2R as… read more here.
Keywords: benzylic carbamates; oxidative benzylic; copper catalyzed; benzylic sp3 ... See more keywords
Synthesis of allylanilines via scandium-catalysed benzylic C(sp3)-H alkenylation with alkynes.
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DOI: 10.1039/d2cc02489f
Abstract: The ortho-selective benzylic C(sp3)-H alkenylation of 2-methyl tertiary anilines with internal alkynes has been achieved for the first time by using a half-sandwich scandium catalyst. This protocol provides a straightforward route for the synthesis of… read more here.
Keywords: sp3 alkenylation; benzylic sp3; scandium; synthesis ... See more keywords
Transition metal-free approach for late-stage benzylic C(sp3)-H etherifications and esterifications.
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DOI: 10.1039/d2cc02661a
Abstract: We report a transition metal-free approach for the regioselective functionalization of benzylic C(sp3)-H bonds using alcohols and carboxylic acids as the nucleophiles. This straightforward and general route has provided various benzylic ethers and esters, including… read more here.
Keywords: benzylic sp3; metal free; transition metal; free approach ... See more keywords