Ming-Hao Wu

Kaohsiung Medical University, Kao-hsiung-shih, Kaohsiung, Taiwan

Are you Ming-Hao Wu?

Claim your profile

Publications (14)39.8 Total impact

  • Meng-Yang Chang · Chieh-Kai Chan · Ming-Hao Wu
    [Show abstract] [Hide abstract]
    ABSTRACT: A one-pot synthetic route for preparing functionalized p-terphenyl derivatives 1 and 4 is developed. The route is easily carried from the treatment of cinnamyl aldehydes 2 with substituted allylsulfones 3 in good yields via the tandem intermolecular aldol condensation/intramolecular electrocyclization/oxidative dehydrogenation.
    ChemInform 01/2014; 45(2). DOI:10.1002/chin.201402085
  • [Show abstract] [Hide abstract]
    ABSTRACT: Synthesis of aryl biaryl sulfones 3 with good yields is described. The one-pot efficient synthetic route is carried by the NaH-mediated tandem [C3+C3] annulations of cinnamaldehydes 1 and propargylic sulfones 2 under the boiling THF conditions.
    Tetrahedron Letters 12/2013; 54(50):6971-6974. DOI:10.1016/j.tetlet.2013.10.067 · 2.39 Impact Factor
  • Meng-Yang Chang · Chung-Yu Tsai · Ming-Hao Wu
    [Show abstract] [Hide abstract]
    ABSTRACT: A convenient procedure is presented for the synthesis of bromooxetanes through reduction of α,β-unsaturated ketones and subsequent NBS mediated cyclization of the resulting trans-cinnamic alcohols.
    ChemInform 11/2013; 44(48):no-no. DOI:10.1002/chin.201348120
  • [Show abstract] [Hide abstract]
    ABSTRACT: A facile one-step synthetic protocol toward multifunctionalized m-terphenyls 5 and sulfonyl m-tenphenyls 6 is developed from substituted chalcones 1 and allyl sulfone 2 in good yields via a [3C+3C] annulation. The NaH-mediated annulation features transition metal catalyst-free condition. Chalcones 1 with the functional groups tolerance are easily prepared via Claisen-Schmidt condensation of substituted benzaldehydes 3 with acetophenone 4 in a qualitative yield under an aqueous alkaline methanolic solution. (c) 2013 Elsevier Ltd. All rights reserved.
    Tetrahedron 11/2013; 69(46):9616-9624. DOI:10.1016/j.tet.2013.09.036 · 2.82 Impact Factor
  • Meng-Yang Chang · Chung-Yu Tsai · Ming-Hao Wu
    [Show abstract] [Hide abstract]
    ABSTRACT: An efficient and straightforward three-step synthetic route toward 2,4-disubstituted-3-bromooxetanes 5 with the trans trans contiguous stereogenic centers is developed from functionalized chalcones 3 via NaBH4-mediated reduction of chalcones 3, followed by NBS-mediated electrophilic cyclization of the resulting trans-cinnamic alcohols 4 in good yield. Skeleton 3 is prepared by Claisen-Schmidt condensation of substituted arylaldehydes 1 and aryl methyl ketones or tert-butyl methyl ketones 2. The synthetic route obtained high yields, and the total reaction procedure took only one day. The substituent effect of skeleton 3, various reaction conditions, and plausible mechanism were well-investigated.
    Tetrahedron 08/2013; 69(31):6364–6370. DOI:10.1016/j.tet.2013.05.110 · 2.82 Impact Factor
  • Meng-Yang Chang · Ming-Hao Wu · Yeh-Long Chen
    [Show abstract] [Hide abstract]
    ABSTRACT: A facile one-pot synthetic route for preparing the novel benzofused tricyclic skeleton of 1,2,2a,8b-tetrahydrocyclobuta[a]naphthalenes 5 is developed. The route was realized by a NaH-mediated tandem aldol condensation/olefin migration/electrocyclization of o-allylbenzaldehydes 1 with cinnamyl sulfones 3 in good yields.
    Organic Letters 05/2013; 15(11). DOI:10.1021/ol401152w · 6.32 Impact Factor
  • Meng-Yang Chang · Ming-Hao Wu
    [Show abstract] [Hide abstract]
    ABSTRACT: A facile synthetic route toward diversified benzo[g]chrysenes 2 starting with commercially available isovanillin (1a) or 3-hydroxybenzaldehyde (1b) in modest total yields is described via the transformations of Claisen rearrangement of 3, Grignard addition of 4, DBU-promoted cyclodehydration of 5, and photolytic Scholl oxidative annulation of 6. Skeleton 3 is prepared via O-allylation of 1 with trans-cinnamyl bromide.
    Tetrahedron 01/2013; 69(1):129–136. DOI:10.1016/j.tet.2012.10.054 · 2.82 Impact Factor
  • Meng-Yang Chang · Ming-Hao Wu
    [Show abstract] [Hide abstract]
    ABSTRACT: A novel synthetic route for the preparation of cyclohexane skeleton 3 was developed via the one-pot domino Claisen–Schmidt condensation reaction/Michael addition/double aldol reaction of 1 equiv of functionalized arylaldehyde 1 with 3 equiv of 2-acetylpyridine (2a).
    ChemInform 11/2012; 68(47):9616–9623. DOI:10.1016/j.tet.2012.09.048
  • Meng-Yang Chang · Ming-Hao Wu · Yeh-Long Chen
    [Show abstract] [Hide abstract]
    ABSTRACT: A one-pot protocol toward several substituted 5,6-dihydrobenzo[4,5]imidazo[2,1-a]isoquinolines 1 starting with 2-allylbenzaldehydes 2 was described. The process was carried out the one-pot condensation/hydroamination reaction of substituted 2-allylbenzaldehydes 2 with 1,2-diaminobenzenes 3 in refluxing toluene in good yields. Skeleton 2 was prepared via one-pot ortho-metalative PhBCl2-mediated double alkylation of hydroxybenzaldehyde 4 with LDA in moderate yields.
    Tetrahedron Letters 08/2012; 53(32):4156–4160. DOI:10.1016/j.tetlet.2012.05.132 · 2.39 Impact Factor
  • Meng-Yang Chang · Ming-Hao Wu · Tein-Wei Lee
    [Show abstract] [Hide abstract]
    ABSTRACT: Four benzodioxepanes 1a–1d were prepared from reaction of 4-methoxy-3-hydroxybenzaldehyde 4 via a series of reasonable transformations, including the regioselective PhBCl2-mediated double allylation of 4, one-pot combination of ring-closing metathesis of skeleton 3 and Baeyer–Villiger reaction, O-allylation of skeleton 2, Claisen rearrangement of skeleton 5, and one-pot combination of ring-closing metathesis and hydrogenation.
    Tetrahedron 08/2012; 68(31):6224–6230. DOI:10.1016/j.tet.2012.05.063 · 2.82 Impact Factor
  • Meng-Yang Chang · Ming-Hao Wu · Hang-Yi Tai
    [Show abstract] [Hide abstract]
    ABSTRACT: A facile two-step synthetic route for preparing the novel tetracyclic skeleton of benzofused 2,6-diaryl-1-azahomoisotwistanes 2 had been developed. The route was carried out by a one-pot tandem cross-coupling reaction of o-allylbenzaldehydes 1 with aryl methyl ketones 3, and NH(4)OAc mediated the cascade cyclocondensation reaction of the resulting 1,5-diketones 4 with the 3-o-allylphenyl group in good yield in two steps.
    Organic Letters 07/2012; 14(15):3936-9. DOI:10.1021/ol301693s · 6.32 Impact Factor
  • Meng-Yang Chang · Ming-Hao Wu
    [Show abstract] [Hide abstract]
    ABSTRACT: A facile protocol toward several substituted 3-aryl-3,4,4a,10-tetrahydro-2H-anthracen-9-ones 1 starting with substituted 2-allylbenzaldehydes 2 was described. The overall synthetic process was carried out by the domino aldol condensation/Diels–Alder cycloaddition of skeleton 2 with substituted cinnamaldehydes 3 in an alkalic aqueous-methanolic solution followed by base-induced double migration of the resulting cycloadducts. Skeleton 2 was prepared from isovanillin (4) in moderate yield in five-steps via the known procedures with the synthetic sequence of O-allylation, Claisen rearrangement, O-methylation, Grignard methylation, and PCC-mediated oxidation.
    Tetrahedron Letters 06/2012; 53(25):3173–3177. DOI:10.1016/j.tetlet.2012.04.053 · 2.39 Impact Factor
  • Meng-Yang Chang · Tein-Wei Lee · Ming-Hao Wu
    [Show abstract] [Hide abstract]
    ABSTRACT: A straightforward synthesis of 3,8-dimethoxy-10,11-dihydrobenzo[j]fluoranthen-12-ones 1 is reported in a seven-step route from biphenyl-4,4'-diol 2 via the transformation of a double Claisen rearrangement, cross metathesis with ethyl acrylate, and polyphosphoric acid (PPA)-promoted Friedel-Crafts electrophilic benzannulation in good yields.
    Organic Letters 04/2012; 14(9):2198-201. DOI:10.1021/ol3006979 · 6.32 Impact Factor
  • [Show abstract] [Hide abstract]
    ABSTRACT: A facile three-step protocol toward methoxy isoquinolines 7 starting with substituted 2-allylbenzaldehydes 9 was described. The overall synthetic process of skeleton 7 was carried out using the Grignard addition, PCC-oxidation, and one-pot oxidative cleavage of the olefinic group of skeleton 9 with OsO4–NaIO4 followed by the condensation of the resulting 1,5-dicarbonyl compounds with NH4OAc. Skeleton 9 was prepared in high yield via the known Claisen rearrangement of skeleton 8 and O-methylation. Papaverine 2 is also synthesized via the simple three-step synthetic protocol.
    Tetrahedron Letters 04/2012; 53(16):2125–2128. DOI:10.1016/j.tetlet.2012.02.045 · 2.39 Impact Factor