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- Title
Efficient Oxidative Cleavage of Tetrahydrofuran-2-methanols to γ-Lactones by a 2-Iodobenzamide Catalyst in Combination with Oxone<sup>®</sup>.
- Authors
Yakura, Takayuki; Horiuchi, Yuto; Nishimura, Yushi; Yamada, Akihiro; Nambu, Hisanori; Fujiwara, Tomoya
- Abstract
An environmentally friendly oxidative cleavage of tetrahydrofuran-2-methanols to the corresponding γ-lactones using a catalytic amount of 2-iodo- N-isopropylbenzamide has been developed. The reaction of various tetrahydrofuran-2-methanols with the catalyst in the presence of Oxone® (2 KHSO5⋅KHSO4⋅K2SO4) as a co-oxidant in DMF at room temperature successfully affords the corresponding lactones in good to high yields, and recovery of the catalyst is readily accomplished using a reductive work-up. This method is notable because it enables the transformation of tetrahydrofuran-2-methanols to γ-lactones under mild conditions without the use of any toxic heavy metals.
- Subjects
TETRAHYDROFURAN synthesis; CHEMICAL synthesis; METHANOL; OXIDATIVE coupling; LACTONES; ORGANIC synthesis; BENZAMIDE; SUSTAINABLE chemistry
- Publication
Advanced Synthesis & Catalysis, 2016, Vol 358, Issue 6, p869
- ISSN
1615-4150
- Publication type
Article
- DOI
10.1002/adsc.201500795