Silver-Catalyzed Stereoselective Cyclization to Polysubstituted (Z)-1,2-Dihydrobenzo[cd]indoles

Silver-catalyzed stereoselective synthesis of polysubstituted (Z)-1,2-dihydrobenzo[cd]indoles from 8-ethynylnaphthalen-1-amines is reported. In this protocol, a series of nitrogen-containing heterocyclic compounds were synthesized by silver-catalyzed α-addition of alkyne bond with high selectivity a...

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Veröffentlicht in:Journal of organic chemistry 2018-04, Vol.83 (7), p.4092-4098
Hauptverfasser: Wang, Qiqi, Zhang, Lianpeng, Yao, Jinzhong, Qiu, Guanyinsheng, Li, Xiaofang, Zhou, Hongwei
Format: Artikel
Sprache:eng
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Zusammenfassung:Silver-catalyzed stereoselective synthesis of polysubstituted (Z)-1,2-dihydrobenzo[cd]indoles from 8-ethynylnaphthalen-1-amines is reported. In this protocol, a series of nitrogen-containing heterocyclic compounds were synthesized by silver-catalyzed α-addition of alkyne bond with high selectivity and high yields. The synthesized polysubstituted 1,2-dihydrobenzo[cd]indoles could be easily converted to benzo[cd]indol-2(1H)-ones, and both 1,2-dihydrobenzo[cd]indoles and benzo[cd]indol- 2(1H)-ones are biological and pharmaceutical cores.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.7b03257