Affiliation:
1. Frontier Research Center of Matter Science and Technology Department of Chemistry National Tsing Hua University Hsinchu Taiwan, ROC
Abstract
AbstractGold‐catalyzed cascade reactions between 1,5‐diyn‐3‐ols and nitrones to deliver carbazole derivatives are described. Such cascade reactions are applicable to facile synthesis of polyaromatic compounds containing carbazole subunits. Notably, the reaction mechanism involves unexpected oxoarylations, rather than oxidative Mannich reactions as known for but‐1‐yn‐4‐ols. Our control experiments indicate that the presence of a second alkyne as in 1,5‐diyn‐3‐ols enables such oxoarylations due to a weak bonding between gold and this alkyne, rending the tethered alcohol less conformationally flexible.
Funder
National Science and Technology Council
Ministry of Higher Education and Scientific Research
Cited by
2 articles.
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