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Under the influence of an alkaline reagent, an ether having a mobile proton may undergo rearrangement (a) or fission (b) :The incidence of these reactions has been examined for phenacyl, 9fluorenyl, and a-cyanobenzyl ethers in butanolic sodium butoxide. But-2-enyl, l-methylallyl, and active a-methylbenzyl ethers of fluoren-9-01 showed unexpected behaviour.THE rearrangement of ethers, CHR,-OR' ---f CR,R'-OH, under energetic alkaline conditions has been recorded by Schorigin and investigated extensively by Wittig2 H a ~s e r , ~ and Curtin and their collaborators. This change is often accompanied or superseded by a process of fission according to the more detailed scheme:Cram, Kingsbury, and Langemann have examined this process of fission in some detail.The main driving force for the rearrangement is no doubt the transference of the formal charge from carbon to the more electronegative oxygen atom; rearrangement of tertiary amines, in which 0 in the scheme is replaced by NR", takes place much less readily (following paper) ; rearrangement of quaternary ammonium compounds : CHRz*&R"2R' __f CR2-GR"2R' + CR2R'.NR''2

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A series of 4-substituted 2-thiophenesulfonamides was prepared from 3-thiophenecarboxaldehyde using metalation chemistry developed for 3-furaldehyde. Several of these compounds inhibit carbonic anhydrase II in vitro at concentrations of less than 10 nM. In addition, none of these compounds exhibit sensitization potential as determined from in vitro measurement of cysteine reactivity.