Amidoximes, cyclic

Cyclic amidoxime 327 was reacted with DMAD (dimethyl acetylenedicarboxylate) in CH3CN and then in refluxing o-xylene to give after addition of BZ2O a bicyclic pyrimidine derivative 328 in 31% yield (equation 142) °°. The adducts 330, prepared in situ... 

With lactam acetals (98), cyclic imidic chlorides (99) (X = Cl), lactim ethers (99) (X = OMe), or certain iminium salts (100) amidoximes form 5-(aminoalkyl) substituted oxadiazoles (Scheme 37)... 

DiaryIcarbodiimides are similarly obtained from amidoximes andPOCls in pyridine.The yields range from 51-74 %. Cyclic carbodiimides are also synthesized using the Tiemann rearrangement (see Section 11.2.3). 

The modified Tiemann rearrangement of cyclic amidoxime derivatives 21 (where R = Me, Tos) using aqueous potassium hydroxide is also used to synthesize the listed homocyclic carbodiimides 22. 

Most of the compounds were synthesized from the reaction products of cyclic dienes with (a) thiophosgene or (b) chlorosulfonylisocyanate. Analogous bicyclic amidoxime derivatives were devoid of activity. 

Although acyclic ami nophosphines with amidoximes give the oxides (87), cyclic phosphoramidites, e.g. (88), yield isolable phosphoranes (89). With... 

CCC2767>. Modified Tiemann rearrangement of cyclic amidoxime 0-methanesulfonate afforded the carbodiimide on treatment with NaOH and Aliquat 336 in CHjClj <83JOCi694>. 

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