Die Addition von Nucleophilen an Alkinderivate mit Push‐pull‐Gruppen

The preparative aspects of the addition of nucleophiles to alkyne‐derivatives having both push‐ and pull‐groups ( 1 ) are discussed: The addition of primary and secondary amines as well of aliphatic alcohols to the alkyne‐derivatives 1 in most cases predominantly yields the Michael ‐adducts 2 – 10 . The importance of a side‐reaction consisting in an addition of amines to C(2) of the alkyne‐derivatives 1 increases in the series 1c ≪ 1b < 1a and is controlled by stereoelectronic effects. The spectroscopic properties of the compounds 2 – 10 are given.