Synthesis and isomerization of 2-(3′-chloroalkoxy)-1,3,2-azathia-, 2-(3′-chloroalkoxy)-1,3,2-dlaza-, 2-(3'chloroalkoxy)-1,3,2-oxathia-, and 2-(3′-chloroalkoxy)-1,3,2-dithiaphospholanes

Conclusions

• 1. We synthesized a number of 2-(3′-chloroalkoxy)-1,3,2-azathia-, 2-(3′-chloroalkoxy)-1,3,2-diaza-, 2-(3′chloroalkoxy)-1,3,2-oxathia-, and 2-(3′-chloroalkoxy)-1,3,2-dithiaphospholanes and studied their isomerization. Replacing the oxygen atoms in the 1 and 3 positions of the dioxaphospholanering by either the sulfur or nitrogen atom leads to rearrangement of the 2-(3′-chloroalkoxy)-l,3,2-azathia- and -diazaphospholanes without ring opening independent of the structure of the chloroalkoxyl group.

• 2. The direction of the isomerization of the 3-chloroalkyl esters of 1,3,2-oxathiaphospholanes depends on the structure of the chloroalkoxyl group.