Synthesis of Chroman Derivatives by the Ring Expansion Reaction of Spirodienones,and an Assessment of their Plant Growth Inhibition

Fuminao Doi; Taiga Ohara; Taiga Ohara

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Synthesis of Chroman Derivatives by the Ring Expansion Reaction of Spirodienones,and an Assessment of their Plant Growth Inhibition

机译：螺环烯酮的扩环反应合成色氨酸衍生物及其对植物生长的抑制作用

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Lewis acid-promoted 1,2-shift rearrangement reactions of the spirodienones,generated by the anodic oxidation of phenol derivatives,provided corresponding chromans.In addition to steric repulsion,electron-donating or withdrawing characteristics of the arylic substituents controlled the direction of the rearrangements.The plant growth inhibitory activity of several chroman derivatives was evaluated.In contrast to apparent inhibitions of 21c and 22c against both cress and oat,the selective activity against coleoptile and root of oat was observed in 21a,21b,and 22d.Interestingly,the regioisomer 22b of 21b showed no activity.

机译：路易斯酸促进的苯二酚衍生物的阳极氧化产生的螺二烯酮的1,2移位重排反应提供了相应的色度。除空间排斥外，芳基取代基的给电子或吸电子特征控制着重排的方向。评估了几种苯并二氢吡喃衍生物的植物生长抑制活性。与21c和22c对水芹和燕麦的明显抑制作用相反，在21a，21b和22d中观察到了对胚芽鞘和燕麦根的选择性活性。 21b的区域异构体22b没有活性。

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《Bulletin of the Chemical Society of Japan》 |2004年第12期|共7页
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Fuminao Doi; Taiga Ohara; Taiga Ohara;
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正文语种 eng
中图分类化学;
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1. Synthesis of Chroman Derivatives by the Ring Expansion Reaction of Spirodienones,and an Assessment of their Plant Growth Inhibition [J] . Fuminao Doi, Taiga Ohara, Taiga Ohara Bulletin of the Chemical Society of Japan . 2004,第12期

机译：螺环烯酮的扩环反应合成色氨酸衍生物及其对植物生长的抑制作用
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Synthesis of Chroman Derivatives by the Ring Expansion Reaction of Spirodienones,and an Assessment of their Plant Growth Inhibition

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