Murahashi Cross‐Coupling at −78 °C: A One-Pot Procedure for Sequential C-C/C-C, C-C/C-N, and C-C/C-S Cross-Coupling of Bromo-Chloro-Arenes

Narayan Sinha, Dorus Heijnen, Ben L. Feringa*, Michael G. Organ

*Bijbehorende auteur voor dit werk

OnderzoeksoutputAcademicpeer review

14 Citaten (Scopus)
52 Downloads (Pure)

Samenvatting

The coupling of organolithium reagents, including strongly hindered examples, at cryogenic temperatures (as low as -78 degrees C) has been achieved with high-reactivity Pd-NHC catalysts. A temperature-dependent chemoselectivity trigger has been developed for the selective coupling of aryl bromides in the presence of chlorides. Building on this, a one-pot, sequential coupling strategy is presented for the rapid construction of advanced building blocks. Importantly, one-shot addition of alkyllithium compounds to Pd cross-coupling reactions has been achieved, eliminating the need for slow addition by syringe pump.

Originele taal-2English
Pagina's (van-tot)9180-9184
Aantal pagina's5
TijdschriftChemistry
Volume25
Nummer van het tijdschrift39
DOI's
StatusPublished - 11-jul-2019

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