PROCESS FOR THE PREPARATION OF 1,2-DIOXETANE COMPOUNDS AND NOVEL SULFUR-SUBSTITUTED 1,2-DIOXETANE COMPOUNDS AS INTERMEDIATES

摘要

A process is provided for the preparation of a variety of triggerabledioxetanes bearing alkoxy, alkenyloxy, alkynyloxy, arlyoxy, aralkyloxy oracyloxy substituents from a common intermediate along with sulfur-substituteddioxetanes and vinyl sulfide compounds used as intermediates. Alkoxy,alkenyloxy, alkynyloxy, arlyoxy, aralkyloxy or acyloxy substituted dioxetanesare useful in detecting activating agents and in assays such as immunoassaysand nucleic acid hybridization assays. The sulfur-substituted dioxetanesadditionally are useful for producing chemiluminescence. The novel processinvolves conversion of a vinyl sulfide compound to a sulfur-substituteddioxetane, reacting the sulfur-substituted dioxetane with an electrophilicagent and a hydroxylic compound or salt thereof and forming the alkoxy,alkenyloxy, alkynyloxy, arlyoxy, aralkyloxy or acyloxy-substituted dioxetane.