通过零价钯介导的邻卤代硝基芳烃与α-卤代烯酮或α-卤代烯醛的乌尔曼交叉偶联反应合成吲哚。
Synthesis of indoles via palladium[0]-mediated Ullmann cross-coupling of o-halonitroarenes with alpha-halo-enones or -enals.
作者信息
Banwell Martin G, Kelly Brian D, Kokas Okanya J, Lupton David W
机构信息
Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra, ACT 0200, Australia.
出版信息
Org Lett. 2003 Jul 10;5(14):2497-500. doi: 10.1021/ol034745w.
PMID:12841764
Abstract
[reaction: see text] Palladium[0]-mediated Ullmann cross-coupling of o-halonitrobenzene (1) and various related nitroarenes with a range of alpha-halo-enones (e.g., 2) or -enals readily affords the expected alpha-arylenones, e.g., 3, or -enals, which are converted into the corresponding indoles, e.g., 4, on reaction with dihydrogen in the presence of Pd on C.
摘要
[反应：见正文] 零价钯介导的邻卤代硝基苯（1）及各种相关硝基芳烃与一系列α-卤代烯酮（如2）或烯醛的乌尔曼交叉偶联反应能够轻易地得到预期的α-芳基烯酮（如3）或烯醛，这些产物在钯-炭存在下与氢气反应时会转化为相应的吲哚（如4）。
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