- Visible-Light-Induced Transition-Metal-Free Nitrogen-Centered Radical Strategy for the Synthesis of 2-Acylated 9 H-Pyrrolo[1,2- a]indoles
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A convenient and efficient visible-light-induced tandem acylation/cyclization of N-propargylindoles with aryl- or alkyl-substituted acyl oxime esters for the synthesis of 2-acyl-substituted 9H-pyrrolo[1,2-a]indoles under transition-metal-free conditions, which proceeds via nitrogen-centered radical-mediated cleavage of the C-C σ-bond in acyl oxime esters, is established. The aryl or alkyl acyl radicals, which come from acyl oxime esters, attack the C-C triple bonds in N-propargylindoles and then go through intramolecular cyclization/isomerization.
- Yu, Wen-Qin,Xie, Jun,Chen, Zan,Xiong, Bi-Quan,Liu, Yu,Tang, Ke-Wen
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p. 13720 - 13733
(2021/10/01)
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- Photocatalytic C-C Bond Activation of Oxime Ester for Acyl Radical Generation and Application
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A unified strategy to generate acyl radical from oxime ester via selective C-C bond activation is reported. Under visible-light irradiation, single-electron transfer from fac-Ir(ppy)3 to related oxime takes place followed by a fast β-fragment of C-C bond to yield aryl and aliphatic acyl radicals, subsequently captured by diverse Michael acceptors. More interestingly, the single-electron transfer enables coupling with energy transfer of the excited fac-Ir(ppy)3 via enone intermediate formed in situ for cyclobutane formation.
- Fan, Xiuwei,Lei, Tao,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu
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supporting information
p. 4153 - 4158
(2019/06/08)
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- ARYLCYCLOAKYL-SUBSTITUTED ALKANOIC ACID DERIVATIVES USEFUL AS PEROXISOME PROLIFERATOR-ACTIVATED RECEPTOR (PPAR) LIGANDS FOR THE TREATMENT OF HYPERLIPIDEMIA AND DIABETES
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The present invention comprises compounds and compositions for the treatment of metabolic disorders and more particularly, those insulin-related metabolic disorders of the blood such as hyperlipidemia, diabetes, insulin-resistence and the like comprising acetic acid derivatives with arylcycloalkyl-substituted alkanoic acid derivatives and their salts. Known as peroxisome proliferator-activated receptors (PPAR) agonists/antagonists, the invention relates to compounds of the formula I wherein the various substituent R-groups are more specifically defined herein.
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- Effects of counter cations of base catalysts on nitrosation mechanisms
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Reaction of 2-butanone (1) with tert-butyl nitrite (tert-BuONO) was performed using base catalysts (RO-M+: R=CH3, C2H5; M+=Li+, Na+, K+) in alcohols (CH3OH or C2H5OH). In this report, the effects of M+ of RO-M+ on the nitrosation mechanisms were investigated. The yield of E-hydroxyimino compound (5E) increases much better in the reaction using Na+ or K+ as M+ compared with that using Li+. It is also observed that the yield of 5E increases by addition of crown ether as a cation-capturing agent. The experimental results suggested that under the conditions lowering the effects of M+ of RO-M+ on the nitrosation mechanisms, because the reactivity of naked enolate of 1 increases and the reaction in the C-N bond formation process tends to proceed via open-chain transition state without M+, the yield of 5E tends to increase.
- Ikeda,Yukawa,Niiya,Goto
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p. 1651 - 1652
(2007/10/03)
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- Nitrosation of ketone dianions
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Nitrosation of α,α'-dianions produced from ketones using a couple of bases was carried out with tert-butyl nitrite(tert-BuONO) in ether, and then two regioisomers of oximes(but notacetone)were obtained simultaneously. The ratio of these regioisomers was remarkably reversed by the addition of hexamethylphosphoric triamide (HMPA).
- Ikeda,Haraguchi,Yukawa,Niiya,Goto
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p. 526 - 528
(2007/10/02)
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