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α-四氢萘酮的乙氧羰基腙(1)经LTA氧化,得到α-偶氮-α-乙酰氧基化合物2.在A lC l3作用下,化合物2脱去乙酰氧基产生重氮正离子中间体3,再经与腈的1,3-偶极环加成、[1,2]-迁移扩环、碱性水解和与苦味酸作用,得到新型[1,2,4]-三唑并[1,5-a][1]苯并氮杂苦味酸盐6a~6c.以2,3-二氢-1-茚酮为底物,采用相同的合成路线,合成了1,2,4-三唑并[1,5-a]-二氢喹啉苦味酸盐12a~12c. 相似文献
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Mario A. Macías Lina M. Acosta Carlos M. Sanabria Alirio Palma Pascal Roussel Gilles H. Gauthier Leopoldo Suescun 《Acta Crystallographica. Section C, Structural Chemistry》2016,72(5):363-372
Tetrahydro‐1‐benzazepines have been described as potential antiparasitic drugs for the treatment of chagas disease and leishmaniasis, two of the most important so‐called `forgotten tropical diseases' affecting South and Central America, caused by Trypanosoma cruzi and Leishmania chagasi parasites, respectively. Continuing our extensive work describing the structural characteristics of some related compounds with interesting biological properties, the crystallographic features of three epoxy‐1‐benzazepines, namely (2SR,4RS)‐6,8‐dimethyl‐2‐(naphthalen‐1‐yl)‐2,3,4,5‐tetrahydro‐1H‐1,4‐epoxy‐1‐benzazepine, (1), (2SR,4RS)‐6,9‐dimethyl‐2‐(naphthalen‐1‐yl)‐2,3,4,5‐tetrahydro‐1H‐1,4‐epoxy‐1‐benzazepine, (2), and (2SR,4RS)‐8,9‐dimethyl‐2‐(naphthalen‐1‐yl)‐2,3,4,5‐tetrahydro‐1H‐1,4‐epoxy‐1‐benzazepine, (3), all C22H21NO, and two 1‐benzazepin‐4‐ols, namely 7‐fluoro‐cis‐2‐[(E)‐styryl]‐2,3,4,5‐tetrahydro‐1H‐1‐benzazepin‐4‐ol, C18H18FNO, (4), and 7‐fluoro‐cis‐2‐[(E)‐pent‐1‐enyl]‐2,3,4,5‐tetrahydro‐1H‐1‐benzazepin‐4‐ol, C15H20FNO, (5), are described. Some peculiarities in the crystallization behaviour were found, involving significant variations in the crystalline structures as a result of modest changes in the peripheral substituents in (1)–(3) and the occurrence of discrete disorder due to the molecular overlay of enantiomers with more than one conformation in (5). In particular, an interesting phase change on cooling was observed for compound (5), accompanied by an approximate fourfold increase of the unit‐cell volume and a change of the Z′ value from 1 to 4. This transition is a consequence of the partial ordering of the pentenyl chains in half of the molecules breaking half of the symmetry axes observed in the room‐temperature structure of (5). The structural assembly in all the title compounds is characterized by not only (N,O)—H…(O,N) hydrogen bonds, but also by unconventional C—H…O contacts, resulting in a wide diversity of packing. 相似文献
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