As illustrated below, Rule I is useful for estimating the relative oximation rates of the various class members.Every alkanone (except 2-propanone, 2-butanone, and 3-pentanone) may be assigned to one of the 25 classes listed in Table I. According to Rule I the oxlmatlon rate of a given alkanone would be the same or lower than the rate of the first member of the class to which it has been assigned. The reactivity of a given class would therefore be defined if class members of increasing branching were prepared and tested until an alkanone of low reactivity was found. This was easily and completely realized for classes An, A12, B5, C4, C5, E, and F and partially realized for classes A9, A19, B2-B4, C1-C3, and D. The alkanones nones in class B, roughly parallel the corresponding members of class B2 (Rule lll-D). The remaining classes ,-Ag are generally very reactive and therefore represent the greatest area of uncertainty. ExperimentalUnless otherwise indicated in Table I the ketones were prepared by the following methods.Method A. A Grignard reagent was treated with an aldehyde and the resulting carbinol oxidized to the ketone according to the procedure of Sandborn ( 8).Method B. A Grignard reagent was converted into the cadmium dialkyl and treated with an acid chloride according to the procedure of Cason and Prout (3).Method C. An acid chloride was treated with a Grignard reagent and anhydrous ferric chloride catalyst according to the procedure of Cason and Kraus (2).The intermediates were prepared by the methods indicated in the footnotes to Table I. The malonic ester syntheses and Reformatsky reaction sequences were performed according to the procedures previously described (5).Analysis and rate determinations. The carbonyl percentages of new compounds and the 50% oximation times were determined by the methods previously described ( 5). An independent redetermination of the Í50% of 37 ketones gave an average precision of 3.1%. Literature Cited (1)

Twelve 2-substituted indole derivatives were synthesized by the Fischer indole method using polyphosphoric acid (PPA) as cyclodehydrating agent. Uv, ir, and nmr spectral data are reported.

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cal properties of the synthesized 2-aminothiazoles are summarized in Table II. Some derivatives of 2-aminothiazoles were prepared by the method of Shriner et al. ( 12) and are listed in Table II.