Journal
ORGANIC LETTERS
Volume 19, Issue 20, Pages 5701-5704Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02882
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Funding
- China Scholarship Council
- European Research Council (ERC Advanced Grant) [692640]
- European Research Council (ERC) [692640] Funding Source: European Research Council (ERC)
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The preparation of various 1-triftuoromethyli-soquinolines from alpha-benzylated tosylmethyl isotyanide derivatives and the commercial Togni reagent using a radical cascade is reported. The starting isocyanides are readily prepared in a modular sequence from commercial tosylmethyl isocyanide via sequential double a-alkylation, and the radical reaction proceeds under mild conditions, with high efficiency without any transition-metal catalyst via electron catalysis. This valuable protocol has been successfully applied to the total synthesis of CF3-mansouramycin B.
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