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1、nitrobenzaldehydesinthepresenceofTMSCl(20mol%).Electron-releasinggroupsonthebenzeneringconnectedwiththenitrogenatomat3-positionofthebenzoxazineringgavehigheryieldsthanelectron-withdrawingones.Differentpositionofthenitrogrouponthebenzeneringat2-positio
2、nofthebenzoxazineringhaseffectontheyieldsoftheproductsintheorderofortho>para>meta.⑷Weemployed“one-potreaction”toprepare14kindsofo-arylaminomethylphenolsbyreactionsofsubstitutedsalicylaldehydeswithsubstitutedamines(aromaticamines,aminoacidesters,2-amin
3、othiadiazoles),and22kindsof2,3,6(8)-trisubstituted-1,3-benzoxaz-ines46a11-46a32weresynthsizedin38-80%yieldsbyreactionsofo-arylaminomethylphenolswithsubstitutedbenzaldehydes.Theresultsshowedthatbenzoxazineringwithelectron-releasinggroupsat6(8)-position
4、gavehigheryieldsthanthosewithelectron-withdrawingones.Benzoxazineringwiththiadiazolylat3-positiongavethelowestyield.Differentpositionofthenitrogrouponthebenzeneringat2-positionofthebenzoxazineringhaseffectontheyieldsoftheproductsintheorderofortho,para
5、>meta.⑸Thefungicidalactivityofnovelsubstituted-1,3-benzoxazineswereassayed,andtheresultsshowedthreecategoriesofcompoundsexhibitedgoodfungicidalactivityagainstSclerotoniasclerotiorumasshownby86.1%activityofcompound44l.ThefungicidalactivityagainstSclero
6、toniasclerotiorumofthesecompoundshasthefollowingorder:3,6,(8)-disubstituted-1,3-benzoxazines>2,3,6(8)-trisubstituted-1,3-benzoxazines>2,3-disub-stitutd-1,3-benzoxazines.Asfor3,6,(8)-disubstituted-1,3-benzoxazines,benzoxazineringwithelectron-withdrawin
7、ggroupshashigherinhibitoryactivitythanthosewithelectron-releasingones.Asfor2,3-disubstitutd-1,3-benzoxazines,N-arylsubstitutedcompoundsexhibithigheractivitythanN-alkylsubstitutedones,moreover,benzeneringconnectedwithnitrogenwithelectron-withdrawinggro
8、upsshowshigheractivitythanthosewithelectron-releasingones.Asfor2,3,6(8)-trisubstituted-1,3-benzoxazines,substituenton3-positionofthebenzoxazineringconnectedwiththenitrogenatomshowsfungicidalactivityintheorderofthiadiazolyl
