- Photo-redox catalyzed dehydrazinative acylation of N-heterocycles: Via Minisci reaction
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Visible light-induced acylation of heteroaromatic compounds have been achieved using benzoyl hydrazides as an efficient acyl source under mild reaction conditions. The photo-redox catalyzed oxidative cleavage of hydrazides leads to in situ formation of ac
- Hafeez, Saira,Saeed, Aamer
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p. 38683 - 38689
(2021/12/20)
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- Nickel-catalyzed electrochemical Minisci acylation of aromatic N-heterocycles with α-keto acids via ligand-to-metal electron transfer pathway
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A nickel-catalyzed electrochemical methodology for the Minisci acylation of aromatic electron-deficient heterocycles with α-keto acids has been developed. The reaction is performed in an undivided cell under constant current conditions, featuring broad scope of substrates and avoiding the conventional utilization of silver-based catalysts in conjunction with excess amount of oxidants. Cyclic voltammetric analysis disclosed that a ligand-to-metal electron transfer process may be involved in the generation of the key acyl radicals.
- Ding, Hang,Xu, Kun,Zeng, Cheng-Chu
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- Visible-Light-Triggered, Metal- and Photocatalyst-Free Acylation of N-Heterocycles
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A photoinduced acylation of N-heterocycles is explored. This visible-light triggered reaction occurs not only under extremely mild reaction conditions, but also does not require the presence of a photosensitizer. The mechanistic studies suggest formation of EDA complexes prompt to harness the energy from visible-light. Compatibility with a large panel of α-keto acids as acyl precursors and an array of N-heterocycles clearly showcase the synthetic potential of this handy and green acylation protocol. (Figure presented.).
- Guillemard, Lucas,Colobert, Fran?oise,Wencel-Delord, Joanna
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supporting information
p. 4184 - 4190
(2018/09/25)
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- TBHP/TFA mediated oxidative cross-dehydrogenative coupling of N-heterocycles with aldehydes
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An effective and metal-free oxidative cross-dehydrogenative coupling (CDC) of N-heterocycles with diverse aldehydes has been established in the presence of TBHP/TFA. The scope with respect to aldehyde and N-heterocycle components is broad, allowing facile synthesis of a broad range of structurally diverse C1-acyl substituted heterocycles in good efficiency.
- Chen, Jiayu,Wan, Miao,Hua, Jing,Sun, Yi,Lv, Zheng,Li, Wei,Liu, Lei
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p. 11561 - 11566
(2015/12/04)
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- REACTION OF METHOXY-N-HETEROAROMATICS WITH PHENYLACETONITRILE UNDER BASIC CONDITIONS
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The monomethoxyl derivatives of various ?-electron deficient N-heteroaromatics reacted with phenylacetonitrile in tetrahydrofuran in the presence of sodium hydride to give α-phenyl-N-heteroareneacetonitriles in the yields ranging from 45 to 78percent.On the contrary, the reaction of these methoxyl derivatives with ethyl cyanoacetate or malononitrile under similar conditions was restricted within narrow limits.The synthesis of benzoyl-N-heteroaromatics by the air-oxidation of α-phenyl-N-hetroareneacetonitriles was described additionally.
- Yamanaka, Hiroshi,Ohba, Setsuya
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p. 895 - 909
(2007/10/02)
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- POLAR EFFECTS IN FREE-RADICAL REACTIONS. NEW CATALYTIC PROCESSES IN THE SUBSTITUTION OF HETEROATOMIC BASES BY NUCLEOPHILIC FREE-RADICALS
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New catalytic hydroxymethylation, dioxanylation and acylation of protonated heteroatomic bases by methanol, dioxan, and aldehydes, respectively, are reported.The importance of the polar effects in determining reactivity, selectivity, and catalytic efficie
- Minisci, Francesco,Vismara, Elena,Fontana, Francesca,Redaelli, Daniele
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p. 363 - 368
(2007/10/02)
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