Protocols for the Syntheses
of 2,2′-Bis(indolyl)arylmethanes,
2‑Benzylated Indoles, and 5,7-Dihydroindolo[2,3‑b]carbazoles
Posted on 2019-09-09 - 21:03
The electrophilic substitution reaction
of 4,7-dihydroindole with
aryl-aldehydes as an electrophilic partner followed by an oxidation
step to deliver 2,2′-bis(indolyl)arylmethanes was studied for
the first time. The reaction afforded regioselectivity at the 2,2′-positions
of indole in an operationally simple and inexpensive procedure with
a variety of substrates. To the best of our knowledge, this is the
first set of examples of 2,2′-bis(indolyl)arylmethanes obtained
in a substituent-free manner. A facile method from dipyrromethanes
to the corresponding 2-benzylindoles was also reported. In addition,
2,2′-bis(indolyl)arylmethanes were converted to 5,7-dihydroindolo[2,3-b]carbazoles.
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Lafzi, Ferruh; Kilic, Haydar; Saracoglu, Nurullah (2019). Protocols for the Syntheses
of 2,2′-Bis(indolyl)arylmethanes,
2‑Benzylated Indoles, and 5,7-Dihydroindolo[2,3‑b]carbazoles. ACS Publications. Collection. https://doi.org/10.1021/acs.joc.9b02124