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- W4213233278 endingPage "6148" @default.
- W4213233278 startingPage "6133" @default.
- W4213233278 abstract "Cyanoformamides are ubiquitous as useful components for assembling key intermediates and bioactive molecules. The development of an efficient and simple approach to this motif is a challenge. Herein, we demonstrate the effectiveness of the I2-DMSO oxidative system in the preparation of N-arylcyanoformamides from N-arylcyanothioformamides. The synthetic method features mild conditions, broad substrate scope, and high reaction efficiency. Furthermore, this method provides an excellent entry to exclusively afford 2-cyanobenzothiazoles which are useful substrates to access new luciferin analogs. The structures of all new products were elucidated by multinuclear NMR spectroscopy and high accuracy mass spectral analysis. Crystal-structure determination by means of single-crystal X-ray diffraction was carried out on (4-bromophenyl)carbamoyl cyanide, 5,6-dimethoxybenzo[d]thiazole-2-carbonitrile, 5-(benzyloxy)benzo[d]oxazole-2-carbonitrile, 4,7-dimethoxybenzo[d]thiazole-2-carbonitrile, and (5-iodo-2,4-dimethoxyphenyl)carbamoyl cyanide, a key intermediate with mechanistic implications." @default.
- W4213233278 created "2022-02-24" @default.
- W4213233278 creator A5000992973 @default.
- W4213233278 creator A5005231521 @default.
- W4213233278 creator A5017961200 @default.
- W4213233278 creator A5019617834 @default.
- W4213233278 creator A5043179374 @default.
- W4213233278 creator A5057933036 @default.
- W4213233278 creator A5086877136 @default.
- W4213233278 creator A5091110388 @default.
- W4213233278 date "2022-01-01" @default.
- W4213233278 modified "2023-09-26" @default.
- W4213233278 title "Iodine-DMSO mediated conversion of <i>N</i>-arylcyanothioformamides to <i>N</i>-arylcyanoformamides and the unexpected formation of 2-cyanobenzothiazoles" @default.
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- W4213233278 doi "https://doi.org/10.1039/d2ra00049k" @default.
- W4213233278 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/35424574" @default.
- W4213233278 hasPublicationYear "2022" @default.
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