Unusual synthesis of azines and their oxidative degradation to carboxylic acid using iodobenzene diacetate. Issue 4 (16th February 2018)

• Record Type: Journal Article
• Authors: Sumran, Garima; Aggarwal, Ranjana; Hooda, Mona; Sanz, Dionisia; Claramunt, Rosa M.
• Is Part Of: Synthetic communications. Volume 48:Issue 4(2018)
• Page Start: 439
• Page End: 446
• Publication Date: 2018-02-16
• Subjects: 3-Hydrazonobutan-2-one oxime -- aromatic acid -- azine -- iodobenzene diacetate -- oxidative degradation; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2017.1407791
• Languages: English
• ISSNs: 0039-7911

Abstract

ABSTRACT: Reaction of 3-hydrazonobutan-2-one oxime with aromatic aldehydes resulted in the formation of 1, 2-bis(arylidene)hydrazine commonly referred as azine as an unexpected product, instead of expected product 3-(aryl)methylenehydrazonobutan-2-one oxime, which were subsequently oxidized to corresponding aromatic acids with an ecofriendly oxidizing agent iodobenzene diacetate. Azines and carboxylic acids were characterized by IR and NMR ( 1 H, 13 C, HMBC, and HMQC) studies. GRAPHICAL ABSTRACT: