Bronsted and Lewis Acid-Catalyzed Diverse Functionalization of Indenoquinoxaline-11-Propargyl Alcohols: Synthesis of 4‑Indeno-quinoxalinylidene-2,3-diarylcyclobutenone, 1,2-Dimethoxy-2-Aryl-ethylideneindenoquinoxaline, and 2‑Methoxy-1-phenyldiaza-benzocyclopentafluorenes

布朗斯台德酸和路易斯酸催化的茚并喹喔啉-11-炔丙醇的多种官能化:4-茚并喹喔啉亚甲基-2,3-二芳基环丁烯酮、1,2-二甲氧基-2-芳基-亚乙基茚并喹喔啉和2-甲氧基-1-苯基二氮杂苯并环戊芴的合成

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Abstract

An efficient unprecedented synthesis of indenoquinoxaline-appended cyclobutenone derivatives has been developed from the reaction of indenoquinoxaline-11-propargyl alcohols using I(2)/BF(3). OEt(2) as a reagent system. On the other hand, the reaction using the combination of TMOF/p-TSA and I(2)/ TMOF/p-TSA as the reagent system afforded 1,2-dimethoxy-2-arylethylidene indenoquinoxaline and 2-methoxyphenyl diazabenzo-cyclopentafluorene, respectively. A plausible reaction mechanism is provided for the formation of all the products. All the compounds are characterized by spectroscopic data including single-crystal X-ray diffraction analysis.

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