Oxidative rearrangement and cyclisation of N-substituted amidines using iodine (III) reagents and the influence of leaving group on mode of reaction

CA Ramsden, HL Rose

文献索引：Ramsden, Christopher A.; Rose, Helen L. Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 16 p. 2319 - 2327

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被引用次数: 60

摘要

The products of reaction of N-substituted amidines 5 with hypervalent iodine reagents such as (diacetoxyiodo) benzene (DAIB), bis (trifluoroacetoxy) iodobenzene (BFIB) and [methoxy (tosyloxy) iodo] benzene (MTIB) are determined by the reagent, the amidine substituents and the reaction temperature. C-Alkyl-N-arylamidines 5a–d cyclise in high yield giving benzimidazoles 6 but C, N-dialkyl-and C, N-diaryl-amidines 5e–l rearrange to give ...