4.7 Article

TBHP-promoted sequential radical silylation and aromatisation of aryl isonitriles with silanes

Journal

CHEMICAL COMMUNICATIONS
Volume 50, Issue 74, Pages 10864-10867

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4cc04773g

Keywords

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Funding

  1. National Natural Science Foundation of China [21272028, 21202013]
  2. Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology [BM2012110]
  3. Changzhou University

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The tert-butyl hydroperoxide (TBHP) promoted sequential silylation and aromatisation of isonitriles was developed, where the silyl group was regioselectively installed at the 6-position of phenanthridines. This procedure tolerates a series of functional groups, such as fluoro, chloro, acetyl, methoxy carbonyl, cyano and trifluoromethyl. The addition of a silyl radical to the isonitrile followed by an intramolecular aromatic cyclization was involved in this transformation.

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