4.7 Article

Autoinductive conversion of α,α-diiodonitroalkanes to amides and esters catalysed by iodine byproducts under O2

Journal

CHEMICAL COMMUNICATIONS
Volume 54, Issue 49, Pages 6360-6363

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc03191f

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Funding

  1. JSPS KAKENHI Grant [JP 16K13942]

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Studies to convert nitroalkanes into amides and esters using I-2 and O-2 revealed in situ-generated iodine species facilitate the homolytic C-I bond cleavage of ,-diiodonitroalkanes, arguably in an autoinductive or autocatalytic manner. Consequently, we devised a rapid and economical I-2/O-2-based method to synthesise sterically hindered esters directly from primary nitroalkanes.

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