1‑Trifluoromethylisoquinolines from α‑Benzylated
Tosylmethyl Isocyanide Derivatives in a Modular Approach
Version 3 2017-10-18, 15:48
Version 2 2017-10-18, 15:19
Version 1 2017-10-04, 15:21
Posted on 2017-10-18 - 15:48
The preparation of various 1-trifluoromethylisoquinolines
from
α-benzylated tosylmethyl isocyanide 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 α-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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Wang, Lin; Studer, Armido (2017). 1‑Trifluoromethylisoquinolines from α‑Benzylated
Tosylmethyl Isocyanide Derivatives in a Modular Approach. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.7b02882
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