Aerobic deprotection of monothioacetals catalyzed by trichlorooxyvanadium

New Applications of 2,4,6-Trichloro-1,3,5-triazine (TT) in Synthesis: Highly Efficient and Chemoselective Deprotection and Ring-Enlargement of Dithioacetals and Oxathioacetals

“…Inspection of the data in Table 1 shows that using this protocol, various types of both open-chain and cyclic dithioacetals as well as 1,3-oxathioacetals of aromatic aldehydes can effectively be converted to the corresponding carbonyl compounds in good to excellent yields (entries 1-18). The reactions are generally clean and fast and are completed within 1-3 h. In a similar way, dithioacetals and oxathioacetals of aliphatic-as well as cinnamaldehyde also furnished the parent aldehydes in good to excellent yields (Table 1, entries [19][20][21][22][23][24][25]. It is worth mentioning that 1,3-dithioacetals and 1,3-oxathioacals derived from the corresponding ketones show quiet different behavior depending on the nature of both R 1 and R 2 groups.…”

“…18 Very recently, another method was also reported by using a catalytic amount of trichlorooxyvanadium which also requires drastic conditions. 19 Therefore, it seems that the development of new mild protocols for deprotection of both dithioacetals and oxathioacetals is being still pursued.…”