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首页> 外文期刊>Journal of King Saud University >Microwave assisted base-catalyzed 1,3-isomerization of 7-substituted cycloheptatriene bearing electron withdrawing groups
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Microwave assisted base-catalyzed 1,3-isomerization of 7-substituted cycloheptatriene bearing electron withdrawing groups

机译:微波辅助碱催化带有7个取代基的吸电子基团的环庚三烯的1,3-异构化

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摘要

A series of 7-substituted cycloheptatrienes bearing EDG such as (3, X??=??–PPh3+, –P(O)Ph2, –SO2C6H4CH3, –OCOC6H4CH3and –CN) were synthesized and their isomerization into the corresponding 2-isomers (4–8) has been achieved, under controlled microwave heating in the presence of easily available DABCO and t-BuOK. On the other hand, the conversion of allyltriphenylphosphonium bromide into vinylic isomer with NEt3has been carried out in a similar way. This convenient and facile procedure has reduced the average reaction times to a matter of minutes (>20?min), rather than the hours typical of conventional procedures, in addition, the 2-isomers (4–8) were obtained in excellent yields and mechanism of products formation is described.
机译:合成了一系列带有EDG的7位取代的环庚烯,例如(3,X ?? = ??-PPh3 +,-P(O)Ph2,-SO2C6H4CH3,-OCOC6H4CH3和-CN),并将其异构化为相应的2-异构体在易于获得的DABCO和t-BuOK的存在下,在受控的微波加热下,已达到4-8)。另一方面,已经用类似的方法将烯丙基三苯基溴化NE用NEt3转化为乙烯基异构体。这种方便,简便的方法将平均反应时间减少到大约几分钟(> 20分钟),而不是传统方法通常需要的数小时,此外,以优异的收率获得了2种异构体(4-8),并且描述了产品形成的机理。

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