Consecutive formation of CN and CS bonds: The gold‐catalyzed intramolecular aminosulfonylation of 2‐alkynyl‐N‐sulfonylanilines 1 (R1=H) produces 3‐sulfonylindoles 2 in good to high yields, whereas the indium‐catalyzed aminosulfonylation of 2‐alkynyl‐6‐methoxy‐N‐sulfonylanilines 1 (R1=MeO) affords 6‐sulfonylindoles 3 as the major products (see scheme).

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Aufeinander folgende C‐N‐ und C‐S‐Verküpfungen durch intramolekulare Aminosulfonylierung: Die goldkatalysierte Reaktion der 2‐Alkinyl‐N‐sulfonylaniline 1 (R1=H) ergibt 3‐Sulfonylindole 2 in guten bis hohen Ausbeuten, die Umsetzung von 2‐Alkinyl‐6‐methoxy‐N‐sulfonylanilinen 1 (R1=MeO) in Gegenwart von InBr3 führt hingegen zu 6‐Sulfonylindolen 3 als Hauptprodukten (siehe Schema).

Gold-catalyzed reactions of ortho-alkynyl-N-sulfonylanilines produced the corresponding 3-sulfonylindoles in good to high yields. For example, the reaction of N-mesyl-N-methyl-2-(1-pentynyl)aniline, N-mesyl-N-methyl-2-(phenylethynyl)-aniline, and 2-ethynyl-N-mesyl-N-methylaniline in the presence of 10 mol % of AuBr3 in toluene at 80 degrees C gave 3-mesyl-1-methyl-2-propylindole, 3-mesyl-1-methyl-2-phenylindole, and 3-mesyl-1-methylindole in 95, 92, and 71% yield, respectively. Furthermore, we found that the reactions of 2-alkynyl-6-methoxy-N-sulfonyl-anilines in the presence of indium catalyst (InBr3) afforded the corresponding 6-sulfonylindoles as the major product in good yields. For example, the reaction of 6-methoxy-N-methyl-2-(1-pentynyl)-N-tosylaniline in the presence of 5 mol % of InBr3 in toluene at 80 degrees C gave an 87:13 mixture of 7-methoxy-1-methyl-2-propyl-6-tosylindole and 7-methoxy-1-methyl-2-propyl-3-tosylindole in 95% yield. Most probably, the gold-catalyzed reactions of ortho-alkynyl-N-sulfonylanilines proceed through a [1,3] sulfonyl migration, whereas the indium-catalyzed cyclizations of 2-alkynyl-6-methoxy-N-sulfonylanilines, which produce 6-sulfonylindoles, proceed by an unprecedented [1,7] sulfonyl migration.

Miscible polychloroprene/polyvinyl chloride (CR/PVC) blends with nitrile butadiene rubber (NBR) as a compatibilizer were prepared. The effect of NBR on the compatibility between CR and PVC was mainly analyzed by studying the thermal behavior and the phase structure of CR/PVC blends. An obvious decrement in the Tg of PVC phase successfully provided an explanation for the compatibilization of NBR. Due to the improved compatibility between CR and PVC, the size of PVC particles in CR/PVC blends decreased a lot according to the scanning electronic microscopic images. The significant improvement of mechanical properties of CR/PVC blends was in good agreement with the better compatibility between CR and PVC phases. The softening effect of NBR on the nonlinear viscoelasticity of CR/PVC blends was also studied by RPA 2000. Temperature sweep test by RPA 2000, a less reported characterization method of Tg, was successfully applied to measure Tg of CR/PVC blends and study the compatibilization of NBR. The reason for better thermal stability and the thermal decomposition mechanism of CR/PVC blends were analyzed according to the results of TGA. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015, 132, 42448.