jo3023186_si_001.pdf (454.06 kB)
α‑Diketone Formation Accompanied by Oxidation of Sulfur Functional Group by the Reaction of o‑Alkynylarenesulfoxide with Iodine
journal contribution
posted on 2016-02-19, 22:31 authored by Shoji Matsumoto, Hiroyuki Shibata, Motohiro AkazomeThe reaction of o-alkynylarenesulfoxide
with iodine
was investigated in detail, revealing functionalities of the formation
of α-diketones with sulfenyl, sulfinyl, and sulfonyl. Additives
can change the ratio of products to give medium-to-excellent yields.
Results show that water is taken into only sulfonyl compound and that
other oxygen atoms constructed in the products are presumably derived
from sulfoxide of the starting material and molecular oxygen.