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ORGANIC LETTERS
Volume -, Issue -, Pages -Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c01817
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This paper presents a set of on-DNA methodologies for constructing DNA-linked libraries with high cyclization and DNA integrity. These methodologies include OPA-mediated three-component cyclization and photoredox chemistries, which can generate novel isoindole, isoindoline, indazolone, and bicyclic scaffolds in good to excellent conversions.
While DNA-encoded macrocyclic libraries have gained substantialattention and several hit compounds have been identified from DNA-encodedlibrary technology, efficient on-DNA macrocyclic methods are alsorequired to construct DNA-linked libraries with a high degree of cyclizationand DNA integrity. In this paper, we reported a set of on-DNA methodologies,including the use of an OPA-mediated three-component cyclization withnative handles of amino acids and photoredox chemistries. These chemistriesproceed smoothly under mild conditions in good to excellent conversions,successfully generating novel isoindole, isoindoline, indazolone,and bicyclic scaffolds.
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