60815-16-9Relevant articles and documents
Organocatalytic enantio- and diastereoselective synthesis of 1,2-dihydronaphthalenes from isobenzopyrylium ions
Qian, Hui,Zhao, Wanxiang,Wang, Zhaobin,Sun, Jianwei
, p. 560 - 563 (2015)
A highly efficient asymmetric synthesis of dihydronaphthalenes is disclosed. The process represents a new addition to the limited asymmetric reactions of isobenzopyryliums, a family of versatile 10π-electron aromatic species. Excellent asymmetric induction is achieved for the first time without an anchoring group in the 4-position or a metal catalyst, both of which were required previously in these reactions. The success is attributed to the unusual chiral counteranion (meanwhile also the nucleophile) generated in situ from the chiral phosphate and the boronic acid as well as the leaving group. Preliminary control experiments provided important insight into the reaction mechanism.
Solvent-regulated coupling of 2-alkynylbenzaldehydes with cyclic amines: Selective synthesis of fused N-heterocycles and functionalized naphthalene derivatives
He, Yan,Fan, Xuesen,Zheng, Zhi,Liu, Qimeng,Zhang, Xinying
supporting information, p. 9053 - 9058 (2020/12/02)
An efficient synthesis of 1,2,3,4-tetrahydrobenzo[g]-quinoline derivatives through PdCl2-catalyzed, TBHP-promoted, and toluene-mediated dehydrogenation/[4+2] cycloaddition of saturated cyclic amines with 2-alkynylbenzaldehydes was developed. On the contrary, when the reaction medium was changed from toluene to DMSO/H2O, another class of important compounds, naphthyl chain amines, formed via a dehydrogenation?intermolecular condensation? C?N bond cleavage?intramolecular condensation pathway, was obtained with good selectivity.
Access to densely functionalized naphthalenes by organobase catalyzed domino reaction of 2-(2-formylaryl)acetophenones with nitroolefins
Dagar, Anuradha,Biswas, Soumen,Mobin, Shaikh M.,Samanta, Sampak
supporting information, p. 3326 - 3329 (2016/07/11)
A series of new functionalized naphthalene derivatives having carbonyl and NO2groups at C-1 and C-3 positions respectively have been prepared in good yields (63–75%) through a one-pot domino reaction of several 2-(2-formylaryl)acetophenone derivatives with a variety of aryl/heteroaryl-substituted 2-nitroolefins in EtOH as a green solvent at 75?°C under air using a catalytic amount of DABCO (30?mol?%) as an inexpensive organocatalyst. This pot-economic process is friendly enough to retain several sensitive functionalities and displays a wide range of substrate scope. Furthermore, the high yielding synthesis of biologically attractive N-(3-naphthyl-substituted)pyrrole frameworks was established through our synthetic procedure.