Abstract
This thesis is to study the ionic cyclization reaction of α-iodo cycloalkanones bearing an alkynyl side chain and an allenyl side chain, to get the spiro bicyclic products. We prepared the α-iodo cycloalkanones 35 a-c and 38 a-c as the starting materials developed in our laboratory, then via ionic cyclization reaction mediated by AlCl3. We can afford the 7-member ring of spiro bicyclic products 36 a-c, 39 a-c and 40 a-c successfully. In addition, we can let the ionic cyclization of the α-iodo cycloalkanones 38 a-c proceed toward the dynamic or thermodynamic pathway by controlling the temperature and we can successfully control the ratios of the two types of products. We will propose the possible reaction mechanism.