A mild carbon-boron bond formation from diaryliodonium salts
The direct metal-free borylation of diaryliodonium salts with diboron reagents is now demonstrated to be a feasible process toward formation of aryl boronic esters without any additive or catalysts, and it can be extended to a two-step C-C coupling of both aryl groups of the initial diaryliodonium reagent.
Miralles,Romero,Fernández,Mu?iz
supporting information
p. 14068 - 14071
(2015/09/15)
CuBr catalyzed C-N cross coupling reaction of purines and diaryliodonium salts to 9-arylpurines
CuBr was found to be an efficient catalyst for the C-N cross coupling reaction of purine and diaryliodonium salts. 9-Arylpurines were synthesized in excellent yields with short reaction times (2.5 h). The method represents an alternative to the synthesis of 9-arylpurines via Cu(ii) catalyzed C-N coupling reaction with arylboronic acids as arylating agents. The Royal Society of Chemistry 2011.
Facile syntheses of symmetrical diaryliodonium salts from various arenes, with sodium metaperiodate as the coupling reagent in acidic media
An easy, inexpensive, safe, and effective preparative procedure to obtain symmetrical diaryliodonium bromides (in 17-88% crude yields) from various arenes is presented in this paper. A novel method for the in situ preparation of iodosyl sulfate (Chretien's reagent) is given. Eleven exemplary crude diaryliodonium bromides were readily oxidatively metathesized with 40% aqueous tetrafluoroboric acid and 30% aqueous hydrogen peroxide (in boiling acetone, used both as a solvent and 'halogen scavenger') to give pure diaryliodonium tetrafluoroborates in 15-85% yields. Georg Thieme Verlag Stuttgart.
Kraszkiewicz, Lukasz,Skulski, Lech
experimental part
p. 2373 - 2380
(2009/04/14)
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