Protocols for the Syntheses of 2,2 '-Bis(indolyl)arylmethanes, 2-Benzylated lndoles, and 5,7-Dihydroindolo[2,3-b]carbazoles
JOURNAL OF ORGANIC CHEMISTRY, cilt.84, sa.18, ss.12120-12130, 2019 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 84 Sayı: 18
- Basım Tarihi: 2019
- Doi Numarası: 10.1021/acs.joc.9b02124
- Dergi Adı: JOURNAL OF ORGANIC CHEMISTRY
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.12120-12130
- Atatürk Üniversitesi Adresli: Evet
Özet
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.