【文章名】Rearrangement reactions. Part 16. Regio- and stereoselective synthesis of thiazole-substituted histamine and adenine derivatives by nucleophilic attack at allenyl isothiocyanate.
Rearrangement reactions. Part 16. Regio- and stereoselective synthesis of thiazole-substituted histamine and adenine derivatives by nucleophilic attack at allenyl isothiocyanate.
[摘要]：The ambident oligonucleophiles histamine and adenine were reacted with allenyl isothiocyanate to yield N-(5-methylthiazol-2-yl) substituted derivs. of the natural products. Whereas histamine led selectively in three clean steps or alternatively in a one-pot procedure to a final product bearing three thiazole units, adenine gave exclusively the mono deriv. with a thiazolyl group at N-7. The regio- and stereochem. of these transformations were proved by single-crystal X-ray analyses of the title compds.
