TRACELESS LINKER - OXIDATIVE ACTIVATION AND DISPLACEMENT OF A SULFUR-BASED LINKER

The construction of small heterocycles using solid-phase chemistry is usually done through the use of a polar group to attach the compounds to the resin. These polar functionalities invariably become part of th e structure and eventually limit the structure-activity relationships derived from these compounds. We have identified a method for overcomi ng some of these limitations. A sulfur-based linker has been identifie d that can serve not only as a point of attachment for a small heteroc ycle, but also as a means to introduce further diversity into the mole cule. The linker remains inert until ''activated'' by oxidation. A lim iting amount of a nucleophile can then be used to cleave the molecule from the resin and introduce additional diversity into the molecule. C opyright (C) 1996 Elsevier Science Ltd