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Triazole-containing isothiazolidine 1,1-dioxide library synthesis: One-pot, multi-component protocols for small molecular probe discovery

ACS Combinatorial Science, ISSN: 2156-8952, Vol: 13, Issue: 5, Page: 511-517
2011
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Article Description

The construction of two libraries of triazole-containing isothiazolidine 1,1-dioxides is reported utilizing either a one-pot click/aza-Michael or click/OACC esterification protocol. One core dihydroisothiazole 1,1-dioxide scaffold was prepared rapidly on multigram scale via ring-closing metathesis (RCM) and was subjected to a one-pot multicomponent click/aza-Michael protocol with an array of amines and azides for the generation of a 180-member triazole-containing isothiazolidine 1,1-dioxide library. Alternatively, three daughter scaffolds were generated via the aza-Michael of three amino alcohols, followed by a one-pot, multicomponent click/esterification protocol utilizing a ring-opening metathesis polymerization (ROMP)-derived coupling reagent, oligomeric alkyl carbodiimide (OACC) to generate a 41-member library of triazole-containing isothiazole 1,1-dioxides. © 2011 American Chemical Society.

Bibliographic Details

Rolfe, Alan; Painter, Thomas O; Asad, Naeem; Hur, Moon Young; Jeon, Kyu Ok; Brzozowski, Marek; Klimberg, Sarra V; Porubsky, Patrick; Neuenswander, Benjamin; Lushington, Gerald H; Santini, Conrad; Hanson, Paul R

American Chemical Society (ACS)

Chemistry

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