Polycondensed heterocycles. IX. Pyrrolo[2,1-c][1,4]benzothiazepines. Synthesis of 3-(dimethylamino)methyl derivatives
作者:Antonio Garofalo、Giuseppe Campiani、Silvia M. Ciani、Isabella Fiorini、Vito Nacci
DOI:10.1016/s0040-4020(96)00342-0
日期:1996.5
The synthesis of 3-(dimethylamino)methyl-5H,11H-pyrrolo[2,1-c][1,4]benzothiazepine derivatives 2a-c, which might show significant central nervous system (CNS) activity, is described. The basic side chain was introduced by a Mannich condensation with the preformed heterocyclic systems 1a-c. Synthesis of novel 5-phenyl-5H,11H-pyrrolo[2,1-c][1,4]benzothiazepine 1c by a nucleophilic aromatic fluoride
描述了3-(二甲基氨基)甲基-5 H,11 H-吡咯并[2,1- c ] [1,4]苯并硫氮杂derivatives衍生物2a-c的合成,该化合物可能具有显着的中枢神经系统(CNS)活性。基本侧链是通过曼尼希缩合与预先形成的杂环系统1a-c引入的。新颖5-苯基5的合成ħ,11 ħ吡咯并[2,1- c ^ ] [1,4]苯并硫氮杂1C通过亲核芳族氟化物置换的环化和试图替代路线1c中通过还报道了Pummerer重排环化。还提出了意外地形成吡咯-2-甲醛的机理。
An efficient approach to deoximation using hexachlorodisilane under mild conditions
A simple, facile, and efficient procedure for deoximation of oximes to the corresponding ketones and aldehydes with hexachlorodisilane (Si2Cl6) in the presence of SiO2 from good to high yields is described. Apparently, SiO2 greatly increases the reaction rate and product yield. The proposed procedure is more advantageous than those described previously due to its higher efficiency, milder reaction conditions, shorter reaction, and easier work-up.
Borsche; Scriba, Justus Liebigs Annalen der Chemie, 1939, vol. 540, p. 83,96