Abstract
Abstract The reactivity of Ph-SH with acrylic compounds permits a protection of the acrylic double bond and reaction on the protected product. In some cases (cyano alkyl acrylic compounds) a specific reaction can be observed. So action of KCN on PhS-(CH2)2-COO-(CH2)aCl [n = 2,3] gives NC-(CH2)2-COO-(CH2)a SPh [the expected compound (PhS-(CH2)2-COO-(CH2)aCN) was not isolated]. We involve a sulfonium ion as intermediate for this ‘abnormal’ reaction. When n = 6 the normal protection/deprotection reaction occurs.
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