841301-93-7Relevant 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 2-hydroxymethyl-2,3-dihydrobenzofurans
Chang, Meng-Yang,Lin, Shin-Ying,Chanp, Chieh-Kai
, p. 1905 - 1912 (2014/08/18)
A one-pot protocol toward 2-hydroxymethyl-2,3-dihydrobenzofurans (1) starting with oxygenated o-allylbenzaldehydes (3) was described. The facile one-pot process was carried out by the oxidation of o-allylbenzaldehydes (3) with Oxone in the co-solvent of acetone and DMF in the presence of aqueous EDTA solution and then intramolecular ring-closure of the resulting o-allylphenols (2) in acceptable 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 dihydrobenzoimidazo[2,1-a]isoquinolines
Chang, Meng-Yang,Wu, Ming-Hao,Chen, Yeh-Long
scheme or table, p. 4156 - 4160 (2012/08/28)
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.
Claisen rearrangement/Baylis-Hillman reaction/ring-closing metathesis as bases for the construction of substituted cyanonaphthalenes
Chen, Po-Yuan,Chen, Hsing-Ming,Chen, Liang-Yeu,Tzeng, Jing-Yu,Tsai, Jui-Chi,Chi, Ping-Cheng,Li, Sie-Rong,Wang, Eng-Chi
, p. 2824 - 2828 (2007/10/03)
The present paper described how to establish a novel approach for various alkoxycyanonaphthalenes. It was started from isovanillin, and based on the Claisen rearrangement, O-alkylation, the Baylis-Hillman reaction, and ring-closing metathesis in sequence
