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Expeditious Conversion of Iodoallenes to Iodoenals Mediated by Sodium Azide and Iodine
Author(s) -
Tiwari Vibha,
Singh Anand
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201801121
Subject(s) - sodium azide , reagent , azide , iodine , cascade , explosive material , chemistry , combinatorial chemistry , transformation (genetics) , sodium , organic chemistry , chromatography , biochemistry , gene
This manuscript describes a mechanistically novel method to generate α‐iodo α,β‐unsaturated aldehydes from iodoallenes. Sodium azide and iodine work in concert to effect this addition‐rearrangement‐elimination cascade under mild conditions without the generation of the explosive IN 3 reagent. This transition‐metal‐free method offers an operationally simple protocol to achieve this transformation expeditiously.