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Full-Text Articles in Physical Sciences and Mathematics

Applying Trichloroacetimidates To The Synthesis Of Benzylic Trichloroacetamides & Functionalized Indoles, Tamie Suzuki Jun 2019

Applying Trichloroacetimidates To The Synthesis Of Benzylic Trichloroacetamides & Functionalized Indoles, Tamie Suzuki

Dissertations - ALL

Allylic trichloroacetimidates have been previously shown to be versatile substrates for the synthesis of C-N bonds through [3,3]-sigmatropic rearrangements. This work explores a similar reaction, the rearrangement of benzylic trichloroacetimidates to access benzylic trichloroacetamides. The benzylic rearrangement was shown to proceed under two different sets of conditions: thermal and Lewis-acid catalyzed (TMSOTf). The corresponding secondary benzylic trichloroacetamides were produced in good to high yields with either protocol. The convenience of having two protocols was demonstrated in the study as it allows for extensibility and flexibility of the substrate scope. The usefulness of the benzylic rearrangement of trichloroacetimidates was demonstrated in …


Indole Reverses Intrinsic Antibiotic Resistance By Activating A Novel Dual-Function Importer, Yan Wang, Tian Tian, Jingjing Zhang, Xin Jin, Huan Yue, Xiao-Hua Zhang, Liangcheng Du, Fan Bai Jan 2019

Indole Reverses Intrinsic Antibiotic Resistance By Activating A Novel Dual-Function Importer, Yan Wang, Tian Tian, Jingjing Zhang, Xin Jin, Huan Yue, Xiao-Hua Zhang, Liangcheng Du, Fan Bai

Chemistry Department: Faculty Publications

Bacterial antibiotic resistance modulation by small signaling molecules is an emerging mechanism that has been increasingly reported in recent years. Several studies indicate that indole, an interkingdom signaling molecule, increases bacterial antibiotic resistance. However, the mechanism through which indole reduces antibiotic resistance is largely unknown. In this study, we demonstrated a novel mechanism for indole-mediated reversal of intrinsic antibiotic resistance in Lysobacter. This reversal was facilitated by a novel BtuD-associated dual-function importer that can transfer both vitamin B12 and antibiotics. Indole stimulated btuD overexpression and promoted efficient absorption of extracellular vitamin B12; meanwhile, the weak selectivity …