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Dr. Prasath Kothandaraman Bing Qin Koh Dr. Taweetham Limpanuparb Prof. Dr. Hajime Hirao Prof. Dr. Philip Wai Hong Chan 《Chemistry (Weinheim an der Bergstrasse, Germany)》2013,19(6):1978-1985
A synthetic method that relies on NIS (N‐iodosuccinimide)‐mediated cycloisomerization reactions of 1‐(2′‐anilinyl)prop‐2‐yn‐1‐ols to gem‐3‐(diiodomethyl)indolin‐2‐ones and 2‐(iodomethylene)indolin‐3‐ones has been developed. The reactions were shown to be chemoselective, with secondary and tertiary alcoholic substrates exclusively giving the 3‐ and 2‐oxindole products, respectively. In the case of the latter, the transformation features an unprecedented double 1,2‐OH and 1,2‐alkyl migration relay. Density functional theory (DFT) calculations based on proposed iodoaminocyclization species provide insight into this unique divergence in product selectivity. 相似文献
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Krzysztof R. Idzik Joanna Cabaj Jadwiga Sołoducho Ashraf A. A. Abdel‐Fattah 《Helvetica chimica acta》2007,90(9):1672-1680
Reactions of readily available and stable benzotriazolemethanamines 1a – l , obtained from aldehydes and secondary amines (Scheme 2), gave the expected alk‐2‐yn‐1‐amines 3a – t (Scheme 3). The amphiphilic character of the synthesized products was responsible for physicochemical measurements. Specific aggregation properties of the obtained compounds make them useful as electroactive materials in the Langmuir–Blodgett technique. 相似文献