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Pergamon Press
Tetrahedron letters

Pergamon Press

0040-4039

Tetrahedron letters/Journal Tetrahedron lettersSCICCRAHCI
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    Synthesis of optically pure, deuterated Maruoka Catalysts and their chemical reactivity

    Li, ZhurongLiu, YanMurayama, SeiNaka, Hiroshi...
    4页
    查看更多>>摘要:A synthetic route to optically pure, deuterated D-4-Simplified Maruoka Catalyst has been developed from commercially available optically pure binaphthol. Additionally, optically pure, deuterated D-2-Simplified Maruoka Catalyst has been prepared in one step from commercially available optically pure Simplified Maruoka Catalyst (R). The chemical reactivity of deuterated D-4- and D-2-Simplified Maruoka Catalysts has been investigated in comparison to that of the original Simplified Maruoka Catalyst (R) by carrying out deprotonation experiments on the acidic benzylic hydrogens of the catalysts under basic conditions that induce the Stevens rearrangement. (C) 2022 Elsevier Ltd. All rights reserved.

    Synthesis of p-conjugated asymmetric aza-BODIPYs via nitrosobicyclopyrroles

    Mori, RyotaAsakura, MinenariKobayashi, YukinoriMashimo, Hiromu...
    6页
    查看更多>>摘要:pi Conjugated aza-BODIPYs with absorption in the near-infrared region have attracted attention, but there are few reports of their synthesis. We report the synthesis and absorption properties of pi-conjugated asymmetric aza-BODIPYs by nitrosation and retro-Diels-Alder reaction of bicyclo[2.2.2]octadiene-fused bicyclopyrroles. We also synthesized aza-BODIPY fused with [2.3]naphtho and [2.3]anthra structures, and pi-conjugated aza-O-chelate BODIPY for the first time by this method. (C) 2022 Elsevier Ltd. All rights reserved.

    Design, synthesis and insecticidal activities of new meta-diamide compounds containing n-butyl group

    Huang, PengmianWu, MingHuiLv, LiangZhou, Liqi...
    4页
    查看更多>>摘要:In order to discover a novel insecticide, a series of meta-diamide compounds containing n-butyl group were designed and synthesized. Preliminary bioassay data showed that some of the target compounds exhibited good insecticidal activities against Plutella xylostella, Spodoptera frugiperda and Alfalfa sprouts. In particular, compounds 6d and 6n displayed 100% insecticidal activity against Plutella xylostella at 1 mg/L and also revealed 100% of mortality rate against Spodoptera frugiperda at 0.1 mg/L, which was con-sistent with the cyproflanilide. Meanwhile, compound 6m showed 98.89% insecticidal activity against Alfalfa sprouts at 100 mg/L, better than cyproflanilide (25.60% at 100 mg/L). The work demonstrated that compounds containing n-butyl group might supply certain hints toward structure optimization design for the development of new insecticides. (c) 2022 Elsevier Ltd. All rights reserved.

    Gold catalyzed oxidation of vinyl acetylenes into vinyl & divinyl diketones and its synthetic application

    Liang, Jia-YingWang, Yu-JiangZou, QiangZhang, Yuan...
    4页
    查看更多>>摘要:An efficient new method was developed for the preparation of vinyl & divinyl diketones through gold catalyzed oxidation of 1,3-enynes and 1,5-dien-3-ynes. Synthetic application of these vinyl & divinyl dike tones were also explored, in which, dicarbonyl bicyclo[2.2.2]octenes & bicyclo[2.2.1]heptenes, vinyl quinoxalines and 2-amino pyrrole derivatives were synthesized.(c) 2022 Elsevier Ltd. All rights reserved.

    Synthesis of diaryl phosphates using orthophosphoric acid as a phosphorus source

    Tran, Cong ChiAsao, KazuyaSasaki, TakeshiHayakawa, Yasuyuki...
    4页
    查看更多>>摘要:This paper presents a new synthetic route for diaryl phosphate esters, which are traditionally synthesized from phosphorus oxychloride. Specifically, we report the synthesis of diaryl phosphates by the dehydrative condensation of orthophosphoric acid, a phosphorus source, with aromatic alcohols. (c) 2022 Elsevier Ltd. All rights reserved.

    Xanalterate A, altertoxin VIII and IX, perylenequinone derivatives from antarctica-sponge-derived fungus Alternaria sp. HDN19-690

    Hou, ZhaoxiaSun, ChunxiaoChen, XuedongZhang, Guojian...
    4页
    查看更多>>摘要:Three new perylenequinone derivatives, namely xanalterate A (1), altertoxin VIII and IX (2 and 3), together with one known analogue, stemphyperylenol (4), were isolated from the extract of the Antarctic sponge-derived fungus Alternaria sp. HDN19-690. The structures of compounds 1-3, including absolute configurations, were confirmed based on the analysis of MS, NMR and ECD data. Compound 1 exhibited promising antimicrobial activity against the tested strains with MIC values ranging from 3.13 to 12.5 mu M. (C) 2022 Elsevier Ltd. All rights reserved.

    Synthesis of 1,5-diaryl-2-fluoro-6,7-dioxabicyclo[3.2.2]nonanes with high antimalarial activity utilizing photoinduced electron-transfer oxygenation reactions

    Kamata, MasakiMaeda, RieHayakawa, JunKim, Hye-Sook...
    5页
    查看更多>>摘要:1,5-Diaryl-2-fluoro-6,7-dioxabicyclo[3.2.2]nonanes were synthesized from corresponding 3-fluoro-2,6diarylhepta-1,6-dienes utilizing 2,4,6-triphenylpyrylium salt (TPPX: X = BF4, ClO4)-sensitized photoinduced electron-transfer (PET) oxygenation reactions, and their in-vitro antimalarial activity was evaluated. Results showed that these fluorinated bicyclic peroxides had higher antimalarial activity than their nonfluorinated parent bicyclic peroxides. In addition, it was shown that PET oxygenation reactions, particularly TPPX-biphenyl-cosensitized PET oxygenation reactions, are an efficient method for the construction of a C-O-O-C structure during the synthesis of fluorinated antimalarial bicyclic peroxides. (C) 2022 Elsevier Ltd. All rights reserved.

    Transition metal-catalyzed (remote) deconjugative isomerization of alpha,beta-unsaturated carbonyls

    Scaringi, SimoneMazet, Clement
    6页
    查看更多>>摘要:The seemingly counter-intuitive transition metal-catalyzed deconjugative isomerizations of alpha,beta-unsaturated carbonyls offer novel perspectives within the context of remote functionalization strategies. This Digest provides an overview of the handful of examples that have been reported over the last two decades in this area. (C) 2022 The Author(s). Published by Elsevier Ltd. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).

    Catalyst and base free aza-Michael addition reaction: Synthesis of poly-substituted 4-pyrazole based benzopyrans

    Das, TapaswiniMohapatra, SeetaramMishra, Nilima PriyadarsiniNayak, Sabita...
    7页
    查看更多>>摘要:An efficient and catalyst free protocol has been disclosed for aza-Michael addition reaction of pyrazoles with 2-aryl-3-nitro-2H-chromene derivatives, which provides synthetically important 4-pyrazole-3nitrobenzopyrans at room temperature. In this one-pot transformation, good to excellent yield of the products up to 84% were obtained and generated a new C-N bond. The relative configuration of the product was characterized by a single crystal X-ray crystallography. This protocol is extensively applicable for the wide substrate scope, high yields, easy accessibility, as well as base and catalyst free condition. (c) 2022 Elsevier Ltd. All rights reserved.

    Pd-catalyzed Site-selective direct arene C-H arylation of Pyrrolo[2,3-d] pyrimidine derivatives with aryl iodides

    Liu, MinMao, ZhengtongJiang, YunfengZhang, Zhuo...
    5页
    查看更多>>摘要:A simple and efficient methodology was developed for the direct ortho C - H arylation of pyrrolo[2,3-d] pyrimidine derivatives. Aryl iodides are chosen as an arylating reagent for C(sp2)-H bond under Pd(II)/Pd (IV) catalysis in the presence of TFA, affording a diverse array of (hetero)biaryls-containing pyrrolo[2,3-d] pyrimidines in moderate to good yields with high regioselectivity and chemoselectivity.(c) 2022 Elsevier Ltd. All rights reserved.