188255-39-2Relevant academic research and scientific papers
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 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
Synthesis of dibenzo-fused 10-membered cyclic ethers from isovanillin Via ring-closing metathesis
Wang, Eng-Chi,Lin, Yu-Li,Chen, Hsing-Ming,Li, Sie-Rong,Kabuto, Chizuko,Takeuchi, Yoshio
, p. 125 - 136 (2007/10/03)
A synthesis of substituted dibenzo-fused 10-membered cyclic ethers is described. 2-Allylbenzyl alcohols and 2-allylphenols derived from isovanillin were coupled by the Mitsunobu reaction to construct intramolecular dienes with ether linkage. The resulting
The synthesis of R-3-alkoxy-1-(1′-hydroxyethyl)-4-methoxy-2-(1″-propenyl)benzenes utilizing Corey-Bakshi-Shibata asymmetric reductions
De Koning, Charles B.,Giles, Robin G.F.,Green, Ivan R.,Jahed, Nazeem M.
, p. 3175 - 3182 (2007/10/03)
Pyrolysis of the 3-O-allyl derivative 7 of isovanillin followed by alkylation of the derived allylphenol 8 afforded a series of benzaldehyde derivatives 9-11 each of which was transformed by initial treatment with methylmagnesium bromide followed by oxida
Towards the synthesis of chiral isochromanquinones. The use of Corey-Bakshi-Shibata reductions
De Koning, Charles B,Giles, Robin G.F,Green, Ivan R,Jahed, Nazeem M
, p. 4199 - 4201 (2007/10/03)
(1R,3R,4S)-3,4-Dihydro-4-hydroxy-6-methoxy-1,3-dimethylisochroman-5,8-dione has been synthesized in 65% ee from (1R,3R,4S)-5-benzyloxy-3,4-dihydro-4-hydroxy-6-methoxy-1,3-dimethylisochroman by catalytic hydrogenolysis followed by Fremy's salt oxidation of
A novel method for the synthesis of substituted naphthalenes and phenanthrenes
De Koning, Charles B.,Michael, Joseph P.,Rousseau, Amanda L.
, p. 787 - 797 (2007/10/03)
A new method for the synthesis of substituted naphthalenes and phenanthrenes was discussed. A formal synthesis of tanshinone I was also studied. Natural products that contain a naphthalene or phenanthrene nucleus often exhibit biological activity, which makes them attractive targets in organic synthesis. The results showed that the reaction can be proceed through at least two different pathways.
A novel synthesis subtituted naphthalenes
De Koning, Charles B.,Michael, Joseph P.,Rousseau, Ainanda L.
, p. 893 - 896 (2007/10/03)
Irradiation of 2-allylated acylbenzenes in DMF in the presence of potassium tert-butoxice constitutes a novel synthesis of substituted naphthalenes, including arylnaphthalenes. Typical examples including the conversions (1) → (2), (8) → (11) and (15) → (16).
