A general approach to access 5,6-dihydroindolo-naphthyridine ring system

[Display omitted] •A novel intramolecular cyclization gives access to the title ring system.•Various precursors containing a six-membered azine are tolerated.•This method affords 2c with a sterically congested C next to indole N. We report a general approach for the synthesis of 5,6-dihydroindolo-na...

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Published inTetrahedron letters Vol. 58; no. 14; pp. 1373 - 1375
Main Authors He, Shuwen, Li, Peng, Dai, Xing, Liu, Hong, Lai, Zhong, Xiao, Dong, McComas, Casey C., Du, Chunyan, Liu, Yuehui, Yin, Jingjun, Dang, Qun, Zorn, Nicolas, Peng, Xuanjia, Nargund, Ravi P., Palani, Anandan
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 05.04.2017
Elsevier
Subjects
5,6-dihydroindolo-naphthyridine ring system
Alkene
chemical reactions
chemical structure
Chemistry
Chemistry, Organic
Indole
Intramolecular cyclization
organic compounds
Physical Sciences
Science & Technology
Intramolecular cyclization
Alkene
5,6-dihydroindolo-naphthyridine ring system
Indole
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Summary:[Display omitted] •A novel intramolecular cyclization gives access to the title ring system.•Various precursors containing a six-membered azine are tolerated.•This method affords 2c with a sterically congested C next to indole N. We report a general approach for the synthesis of 5,6-dihydroindolo-naphthyridine ring system via an intramolecular cyclization of the indole NH to an alkene moiety as the key step.
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ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2017.02.030