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Partially Saturated Bicyclic Heteroaromatics as an sp(3) -Enriched Fragment Collection.

ABSTRACT: Fragment-based lead generation has proven to be an effective means of identifying high-quality lead compounds for drug discovery programs. However, the fragment screening sets often used are principally comprised of sp(2) -rich aromatic compounds, which limits the structural (and hence biological) diversity of the library. Herein, we describe strategies for the synthesis of a series of partially saturated bicyclic heteroaromatic scaffolds with enhanced sp(3) character. Subsequent derivatization led to a fragment collection featuring regio- and stereo-controlled introduction of substituents on the saturated ring system, often with formation of new stereocenters.

SUBMITTER: Twigg DG

PROVIDER: S-EPMC5091628 | biostudies-literature | 2016 Sep

REPOSITORIES: biostudies-literature

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Partially Saturated Bicyclic Heteroaromatics as an sp(3) -Enriched Fragment Collection.

Twigg David G DG Kondo Noriyasu N Mitchell Sophie L SL Galloway Warren R J D WR Sore Hannah F HF Madin Andrew A Spring David R DR

Angewandte Chemie (International ed. in English) 20160906 40

Fragment-based lead generation has proven to be an effective means of identifying high-quality lead compounds for drug discovery programs. However, the fragment screening sets often used are principally comprised of sp(2) -rich aromatic compounds, which limits the structural (and hence biological) diversity of the library. Herein, we describe strategies for the synthesis of a series of partially saturated bicyclic heteroaromatic scaffolds with enhanced sp(3) character. Subsequent derivatization ...[more]

PMID: 27596095

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Partially Saturated Bicyclic Heteroaromatics as an sp(3) -Enriched Fragment Collection.

Publications

Partially Saturated Bicyclic Heteroaromatics as an sp(3) -Enriched Fragment Collection.

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