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A novel synthesis of 3‐(hydroxymethyl)chromones from o‐hydroxy‐ω‐(methylsulfinyl)acetophenones has been developed. These have been utilized in the synthesis of 3‐formyl, 3‐cyano, 3‐carboxy, 3‐carboxamido, 3‐chloromethyl, 3‐aminomethyl and 3‐methoxymethylchromones.

An antifungal antibiotic, 5-epi-5,6-dihydroxypolyangioic acid (1), has been isolated from Polyangium celluosum var. fulvum and its structure elucidated by a comparison of the NMR spectra of diacetates 3 and 6, and by conversion of 5,6-dihydroxypolyangioic acid (4) into 1.

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Sir:1 his communication is the first of a series concerned with the synthetic uses of ortho-substituted 0-ketosulfoxides. In particular, it deals with new syntheses of chromones, flavones, thioflavones and thioindigo.Extension of our work on the addition of dimethyl-

The cyclodehydration of N‐[heleroarylcarbamoyl)methyl]benzamides was found to yield 5‐(heteroarylamino)oxazoles

A variety of 3,5-disubstituted 4-hydroxybenzenesulfonyl chlorides have been reported in the literature.1-4 They were obtained either from the reaction of the corresponding sulfonate salt with a chlorinating agent or by R = CH3, Cl, Br direct chlorosulfonation of the corresponding phenol. The parent compound, 4-hydroxybenzenesulfonyl chloride (I), apparently resisted synthesis because of the reactive, unhindered phenolic group. Anschutz5 reported in 1908 that treatment of potassium 4-hydroxybenzenesulfonate with phosphorus pentachloride yielded the dichlorophosphate ester of I.We have reinvestigated this reaction and found that sodium 4-hydroxybenzenesulfonate (II) treated with phosphorus pentachloride under a variety of conditions gave product mixtures showing no hydroxyl absorption in the infrared. Reactions of chlorosulfonic acid with

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