4.7 Article

A Photochemical Route to Benzo[a]carbazoles via Domino Elimination/Electrocyclization of 2-Aryl-3-(1-tosylalkyl)indoles

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ADVANCED SYNTHESIS & CATALYSIS
卷 355, 期 4, 页码 643-646

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201201051

关键词

benzo[a]carbazoles; CS bond homolytic cleavage; domino reaction; 6e electrocyclization; photochemical activation

资金

  1. University of Pavia
  2. University of Camerino
  3. MIUR-Italy (FIRB National Project Metodologie di nuova generazione nella formazione di legami carbonio-carbonio e carbonio-eteroatomo in condizioni eco-sostenibili)

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The photochemical synthesis of benzo[a]carbazoles from easily synthesizable 2-aryl-3-(1-tosylalkyl)indoles is presented. Irradiation of these substrates in polar aprotic solvents (acetone or THF) gives selectively the target products in satisfactory yields. This versatile and efficient procedure promises to be a useful alternative to the multistep strategies reported in the literature.

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