374073-50-4Relevant academic research and scientific papers
TBuO 2H/Cu(acac) 2-Mediated Intramolecular Oxidative Lactonization of o -Allyl Arylaldehydes: Synthesis of 1-Oxoisochromans
Chang, Meng-Yang,Lai, Kai-Xiang,Chen, Kuan-Ting
, p. 527 - 537 (2020/10/19)
A concise route for the tBuO 2H/Cu(acac) 2-mediated synthesis of 1-oxoisochromans is described. This includes: (i) oxidation of oxygenated o -allyl arylaldehydes and (ii) sequential intramolecular lactonization of the resulting olefin-containing benzoic acids. A plausible mechanism is proposed and discussed.
CuI Mediated One-Pot Cycloacetalization/Ketalization of o-Carbonyl Allylbenzenes: Synthesis of Benzobicyclo[3.2.1]octane Core
Chan, Chieh-Kai,Tsai, Yu-Lin,Chang, Meng-Yang
, p. 1870 - 1873 (2017/04/11)
CuI/DMSO-mediated intramolecular cycloacetalization/ketalization of o-carbonyl allylbenzenes has been achieved for constructing [6,6,5]-tricycles having a ketal motif in good yields. The expeditious one-step route provides a three C-O bond formation. The key products with the structural framework of a benzofused dioxabicyclo[3.2.1]octane core have been confirmed by X-ray crystallographic analysis. Synthesis of dihydroisocoumarin has been studied.
Synthesis of substituted indenes from isovanillin via claisen rearrangement and ring-closing metathesis
Huang, Keng-Shiang,Wang, Eng-Chi
, p. 383 - 391 (2015/02/05)
A new synthesis of substituted indenes was studied. Based on Claisen rearrangement,Wittig reaction and ring-closing metathesis (RCM), a series of substituted indenes was synthesized from isovanillin in good yields.
One-pot access to 2-naphthols and benzofurans via the aerobic Wacker-type oxidation/intramolecular aldol cyclization
Chang, Meng-Yang,Chan, Chieh-Kai,Lin, Shin-Ying
, p. 1532 - 1538 (2013/02/25)
An aerobic Wacker-type oxidation/intramolecular aldol cyclization synthetic route toward two oxygenated 2-naphthols 3 and benzofurans 4 starting with skeleton 2 with good yields is described. The route has been carried by the one-pot transformation of the regioselective PdCl2/CuCl 2-mediated Wacker oxidative cyclization of skeleton 2 with molecular oxygen under the alkaline methanolic condition. Skeleton 2 was prepared from skeleton 1 in moderate total yields via the known protocol.
Synthesis of tetrahydroanthracen-9-ones by the domino aldol condensation/Diels-Alder cycloaddition
Chang, Meng-Yang,Wu, Ming-Hao
, p. 3173 - 3177 (2012/08/13)
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.
Syntheses of substituted naphthalenes and naphthols
Huang, Keng-Shiang,Wang, Eng-Chi,Chen, Hsing-Ming
, p. 585 - 605 (2007/10/03)
Syntheses of substituted naphthalenes and naphthols are described. Based on Claisen rearrangement, ring-closing metathesis (RCM), and related reactions, isovanillin was successfully transformed into a series of substituted naphthalenes and naphthols with
Synthesis of substituted indenes from isovanillin via claisen rearrangement and ring-closing metathesis
Huang, Keng-Shiang,Wang, Eng-Chi
, p. 383 - 391 (2007/10/03)
A new synthesis of substituted indenes was studied. Based on Claisen rearrangement, Wittig reaction and ring-closing metathesis (RCM), a series of substituted indenes was synthesized from isovanillin in good yields.
A synthesis of substituted 3,6-dihydro-1H-benzo[c]oxocines via Claisen rearrangement and ring-closing metathesis
Wang, Eng-Chi,Wang, Chin-Cheng,Hsu, Ming-Kun,Huang, Keng-Shiang
, p. 2021 - 2033 (2007/10/03)
Started from isovanillin, based on Claisen rearrangement and ring-closing metathesis (RCM) reaction, a series of substituted 3,6-dihydro-1H-benzo[c]oxocines were synthesized in moderate yields.
A novel synthesis of substituted naphthalenes via Claisen rearrangement and RCM reaction
Huang, Keng-Shiang,Wang, Eng-Chi
, p. 6155 - 6157 (2007/10/03)
A novel synthesis of substituted naphthalenes was studied. Starting from isovanillin, basing on Claisen rearrangement and ring-closing metathesis (RCM), a series of 1-alkoxy-2-methoxynaphthalenes and 1-alkoxy-2-methoxy-8-methylnaphthalenes together with a
