Recent advances in iron-catalysed cross coupling reactions and their mechanistic underpinning

Abstract

Advances in iron-catalysed cross coupling from 2010–2015 are critically reviewed.

2‐Methyltetrahydrofuran: A Green Solvent for Iron‐Catalyzed Cross‐Coupling Reactions

“…The reaction operates with excellent functional group tolerance under very mild conditions. [10,11] The major challenge to maintain full sustainability of the process is the identification of green and renewable solvents that can be harnessed to replace the conventional solvents in this highly attractive cross-coupling manifold. Iron-catalyzed cross-coupling has recently become an important strategy for the formation of CÀCb onds by cost-effective, sustainable, earth-abundant iron catalysis, while providing new opportunities for organic synthesis.…”

“…[8] In light of the limited abundance of preciousm etals in the Earth's crust, [4,5] iron catalysis offers a distinct sustainability paradigm in chemicals ynthesis. [10,11] The major challenge to maintain full sustainability of the process is the identification of green and renewable solvents that can be harnessed to replace the conventional solvents in this highly attractive cross-coupling manifold. [1][2][3][4][5] Herein, we report that the iron-catalyzed cross-coupling of aryl chlorides and tosylates with challenging organometallic reagentsp ossessing b-hydrogens [12] proceeds in good to excellent yields with the green, sustainable, ande co-friendly 2methyltetrahydrofuran as as olvent( Figure 1).…”

The highly surprising behaviour of diphosphine ligands in iron-catalysed Negishi cross-coupling

“…[2][3][4] As the range of reactions that can be catalysed by iron grows, it is becoming increasingly important to develop our mechanistic understanding in order to keep pace with progress in the field; not least to facilitate the delivery of new catalytic transformations or improve upon existent ones. [5][6][7][8] However, the paramagnetic nature of many of the catalytic intermediates, coupled with iron's propensity to undergo fast single-electron transfer (SET) processes can render such studies particularly challenging.…”

On the Use of Iron in Organic Chemistry

“…The authors also demonstrated a one-pot application of their protocol starting from a simple alkane. by Byers [41]. A more focused review on the use of iron-catalyzed cross-coupling for the synthesis of pharmaceuticals was released in 2018 by Szostak [42].…”