Reactions promoted by hypervalent iodine reagents and boron Lewis acids. Issue 22 (21st May 2021)

• Record Type: Journal Article
• Authors: Dasgupta, Ayan; Thiehoff, Christian; Newman, Paul D.; Wirth, Thomas; Melen, Rebecca L.
• Is Part Of: Organic & biomolecular chemistry. Volume 19:Issue 22(2021)
• Page Start: 4852
• Page End: 4865
• Publication Date: 2021-05-21
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d1ob00740h
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Understanding the role of boranes in hypervalent iodine chemistry will open up new reactivities which can be utilised in organic synthesis. Abstract : Understanding the role of boranes in hypervalent iodine chemistry will open up new reactivities which can be utilised in organic synthesis. Due to similar reactivities, λ 3 -iodanes have presented themselves as viable alternatives for many transformations dominated by transition metals whilst mitigating some of the associated drawbacks of metal systems. As showcased by recent reports, boranes can adopt a dual role in hypervalent iodine chemistry that surpasses mere activation of the hypervalent iodine reagent. Increased efforts to harness this potential with diverse boranes will uncover exciting reactivity with high applicability across various disciplines including adoption in the pharmaceutical sciences. This review will be relevant to the wider synthetic community including organic, inorganic, materials, and medicinal chemists due to the versatility of hypervalent iodine chemistry especially in combination with borane activation or participation. We aim to highlight the development of hypervalent iodine compounds including their structure, bonding, synthesis and utility in metal-free organic synthesis in combination with Lewis acidic boranes.