ChemInform Abstract: SYNTHESIS AND PHARMACOLOGICAL ACTIVITY OF 3‐AMINOPROPIOPHENONES AND 3‐(AMINOMETHYL)CAMPHORS

Abstract

Die Darstellung der Amino‐propiophenone (I) wird beschrieben.

Monoterpenoids

“…spectra of the sterically crowded exocyclic diene (398), which was derived from camphor, have been recorded and discussed. 362 (+)-Camphor (373) has been converted into the camphene hydrohalides (399) and into the bornyl/isobornyl halides (400). The exolendo ratio in the product mixtures depends upon the synthetic method which is applied.…”

“…The exolendo ratio in the product mixtures depends upon the synthetic method which is applied. 363 The reaction of (+)camphor (373) with trifluoromethylsulphonic anhydride yields a mixture of (40 1)- (403). Treatment with water gives camphor (373) from (401) and the camphene derivatives ( 404) and ( 405) from ( 402) and (403), respectively.364 The reaction of (+)camphor (373) with trifluoromethylsulphonic anhydride in the presence of 2,6-di-t-butyl-4-methylpyridine gives a product which contains mainly the camphene (404).364 When (+)camphor (373) undergoes Reformatsky reaction with ethyl 2-(bromomethyl)prop-2-enoate, the methylene-lactone (406) is…”

“…The Ivanov reagent (407) reacts with (+)-camphor (373) to give the kinetic product (408). This is converted into the /?-lactone (409) by thionyl chloride, and thermolysis of (409) yields the olefin (410).…”

“…369 The camphor oxime (423) has been hydrosilylated by using a trialkylsilane in the presence of RhCl(PPh,),, PtO,, or K[PtCl,(C,H,)]. Acidic hydrolysis of the product mixture gave the expected epimeric amines (424) together with the ring-cleavage product (425).370 It has been demonstrated that the imine (426) can be alkylated at the pro-R face of the activated methylene group to give products (427) and (428) with enantiomeric excesses of from 0 to (+)-Camphor (373) has been converted into a series of derivatives ( 429) and (430) whose tautomerism has been Several compounds with the general structure (43 1) have been synthesized and their pharmacological properties evaluated. 373 The oxidation of isoborneol (379) to camphor, using polymersupported CrO,, has been described.…”

“…Acidic hydrolysis of the product mixture gave the expected epimeric amines (424) together with the ring-cleavage product (425).370 It has been demonstrated that the imine (426) can be alkylated at the pro-R face of the activated methylene group to give products (427) and (428) with enantiomeric excesses of from 0 to (+)-Camphor (373) has been converted into a series of derivatives ( 429) and (430) whose tautomerism has been Several compounds with the general structure (43 1) have been synthesized and their pharmacological properties evaluated. 373 The oxidation of isoborneol (379) to camphor, using polymersupported CrO,, has been described. 374 Bornyl chloride (432) reacts with urea to give (433),375 and bornylmagnesium chloride reacts with benzaldehyde in THF solution to give bornene (434), benzyl alcohol, and a small amount of benzoin.…”