Oxidation of bis(2-hydroxy-1-naphthyl)methane and similar bisnaphthols with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone. Structure and synthesis of novel products
作者:Tirumalai R. Kasturi、Betageri Rajasekhar、Gonibella J. Raju、Gowravaram Madhusudhan Reddy、Ramamoorthy Sivaramakrishnan、Narayanan Ramasubbu、Kailasam Venkatesan
DOI:10.1039/p19840002375
日期:——
the structures were finally confirmed by an X-ray crystal structure analysis of (12a). Hydrogenation of compounds (12a) and (13a) has been shown to give the dihydroxy compound (14) via C–C bond cleavage. An alternative synthesis of the dispironaphthalenones (12a) and (13a) was achieved by oxidation of the dihydroxy compound (14), prepared by an independent method. The generality of the oxidation of
研究表明,用2,3-二氯-5,6-二氰基-1,4-苯并喹啉(DDQ)氧化双(2-羟基-1-萘基)甲烷(4a)可以得到新化合物顺式-和反式-dispiro 萘-1,2' - (1' ħ) -萘并[2,1-b]吡喃-3',1“ -萘基} -2-(1 ħ),2”(1“ H ^) -二酮(12a)和(13a)以及甲基苯醌二聚体(6a)和螺酮(5a)。根据化合物的光谱特性对化合物(12a)和(13a)进行表征,并最终通过X确认结构(12a)的X射线晶体结构分析。已显示化合物(12a)和(13a)的氢化可通过C-C键裂解产生二羟基化合物(14)。通过独立方法制备的二羟基化合物(14)的氧化,实现了双螺萘酞烯(12a)和(13a)的替代合成。类型(bisnaphthols的氧化的一般性4A),得到式(的新颖制品12A)和(13A)已经通过研究各种取代bisnaphthols的氧化所示(4B - d,f