Journal
ORGANIC LETTERS
Volume 17, Issue 19, Pages 4734-4737Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02240
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Funding
- Novartis
- NIH [1S10OD012077-01A1]
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Given the huge dependence on dipolar, aprotic solvents such as DMF, DMSO, DMAc, and NMP in nucleophilic aromatic substitution reactions (SNAr), a simple and environmentally friendly alternative is reported. Use of a benign-by-design nonionic surfactant, TPGS-750-M, in water enables nitrogen, oxygen, and sulfur nucleophiles to participate in SNAr reactions. Aromatic and heteroaromatic substrates readily participate in this micellar catalysis, which takes place at or near ambient temperatures.
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