2,7-Bis-N,N-dimethylaminochalcogenoxanthen-9-ones via electrophilic cyclization with phosphorus oxychloride
2,7-Bis-N,N-dimethylaminochalcogenoxanthen-9-ones via electrophilic cyclization with phosphorus oxychloride
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DOI：
10.1021/om050225o
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发表时间：
2005-07-18
期刊：
影响因子：
2.8
通讯作者：
Detty, MR
中科院分区：
文献类型：
--
作者：
Del Valle, DJ;Donnelly, DJ;Detty, MR
N，N-二乙基4-N，N-（二甲氨基）-2-（3-N，N-二甲基氨基苯基硫属元素）苯甲酰胺7与POCl 3和三乙胺在CH_2Cl_2中或与POCl_3在乙腈中的亲电环化得到了相应的2，7-双-NN-二甲氨基硫属元素氧杂蒽-9-酮6的优异产率（在CH_2Cl_2中77-97%，在乙腈中73-77%）。3-甲氧基苯基硫族基取代的苯甲酰胺衍生物对POCl 3的反应性低得多，苯基硫族基取代的苯甲酰胺衍生物在48 h后不与POCl 3反应。
The electrophilic cyclization of N,N-diethyl 4-N,N-(dimethylamino)-2-(3-N,N-dimethyldimethylami- nophenylchalcogeno)benzamides 7 with POCl3 and triethylamine in CH2Cl2 or with POCl3 in acetonitrile gave excellent yields (77-97% in CH2Cl2, 73-77% in acetonitrile) of the corresponding 2,7-bis-NN-dimethylaminochalcogenoxanthen-9-ones 6. 3-Methoxyphenylchalcogo-substituted benzamide derivatives were much less reactive toward POCl3 and phenylchalcogeno-substituted benzamide derivatives gave no reaction with POCl3 after 48 h.