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Synthesis of Cyanide‐Functionalized Imidazo[1,5‐a]quinolines via Copper‐Mediated Aerobic Three‐Component Cyclizations
A three‐component cyclization of 2‐methylquinolines, trimethylsilyl cyanide, and alkylamines or α‐amino acids mediated by CuSO4 was developed. By employing oxygen as the clean oxidant, cyanated imidazo[1,5‐a]quinolines were constructed with high efficiency for the first time. The loading of CuSO4 co...
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Published in: | Advanced synthesis & catalysis 2018-12, Vol.360 (24), p.4726-4730 |
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Main Authors: | , , , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
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Summary: | A three‐component cyclization of 2‐methylquinolines, trimethylsilyl cyanide, and alkylamines or α‐amino acids mediated by CuSO4 was developed. By employing oxygen as the clean oxidant, cyanated imidazo[1,5‐a]quinolines were constructed with high efficiency for the first time. The loading of CuSO4 could be lowered to 20 mol% with a slightly diminished yield. The synthetic utility of this method is further highlighted by the gram‐scale synthesis and tolerance of sensitive functional group. |
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ISSN: | 1615-4150 1615-4169 |
DOI: | 10.1002/adsc.201801060 |