@article{329a115f9eba46369dab0f3a999f6836,
title = "Ir(iii)-catalyzed: Ortho C-H alkylations of (hetero)aromatic aldehydes using alkyl boron reagents",
abstract = "Transition-metal-catalyzed C-H alkylation reactions directed by aldehydes or ketones have been largely restricted to electronically activated alkenes. Herein, we report a general protocol for the Ir(iii)-catalyzed ortho C-H alkylations of (hetero)aromatic aldehydes using alkyl boron reagents as the coupling partner. Featuring aniline as an inexpensive catalytic ligand, the method was compatible with a wide variety of benzaldehydes, heterocyclic aldehydes, potassium alkyltrifluoroborates as well as a few α,β-unsaturated aldehydes. An X-ray crystal structure of a benzaldehyde ortho C-H iridation intermediate was also successfully obtained.",
author = "Chen, {Xiao Yang} and Sorensen, {Erik J.}",
note = "Funding Information: We thank Philip Provencher for generously providing the acrolein substrates, Dan Novoa for his suggestions on reaction engineering and other Sorensen group members for helpful discussions. We also thank the MacMillan and Chirik group at Princeton University for generously providing IrCl3 and the Cp* ligand. Dr Istvan Pelczer, Dr Ken Conover, Dr John Eng and Dr Phil Jeffrey at Princeton University are gratefully acknowledged for their assistance with our NMR, mass spectrometric and X-ray crystallographic analyses. This work was supported by the National Science Foundation (USA) under the CCI Center for Selective C–H Functionalization (CHE-1700982) and Princeton University. Publisher Copyright: {\textcopyright} 2018 The Royal Society of Chemistry.",
year = "2018",
doi = "10.1039/c8sc03606c",
language = "English (US)",
volume = "9",
pages = "8951--8956",
journal = "Chemical Science",
issn = "2041-6520",
publisher = "Royal Society of Chemistry",
number = "48",
}