@MISC{Linchpins_authormanuscript, author = {Sulfonamide Linchpins and Aihua Zhou and Dinesh Rayabarapu and Paul R. Hanson}, title = {Author Manuscript}, year = {} }
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Abstract
A diversity-oriented synthesis (DOS) strategy termed “Click, Click, Cyclize ” is reported. This approach relies on functional group (FG) pairing between a vinyl sulfonamide and an array of functional groups to synthesize skeletally diverse sultams. Several FG pairing pathways on central tertiary vinyl sulfonamide linchpins have been developed including intramolecular Heck, aza-Michael, ring-closing enyne metathesis, Pauson—Khand, and chemoselective oxidation/Baylis— Hillman reactions. The growing demand for quick access to small molecules with novel architechures for high throughput screening has provided challenging opportunities for synthetic chemists. Despite significant advances in this field, a lack of systematic library planning strategies has been cited as a limiting factor in the process.1 Diversity-oriented synthesis (DOS)1,2 has emerged to address this deficiency as an enabling platform for the facile production of multiple scaffolds1-3 displaying skeletal diversity.2,4 Among several features that define DOS, forward-synthetic analysis1,2 and functional group (FG) pairing5,6 have surfaced as significant tools.