2015
DOI: 10.1016/j.tetlet.2015.07.033
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Aryl/heteroaryl pentafluorobenzenesulfonates (ArOPFBs): new electrophilic coupling partners for room temperature Suzuki–Miyaura cross-coupling reactions

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Cited by 24 publications
(9 citation statements)
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“…In 2015, Shashikanth and co-workers reported the high yielding Suzuki-Miyaura coupling of isoxazol-4-ylboronic acid (40) with aryl pentafluorobenzenesulfonates (ArOPFB) under mild conditions (r.t.) (Scheme 18). 33 The desired product 50 was obtained in an excellent yield (90%).…”
Section: Scheme 17 C-c Bond Formation At the 4-position Of Isoxazole mentioning
confidence: 96%
See 1 more Smart Citation
“…In 2015, Shashikanth and co-workers reported the high yielding Suzuki-Miyaura coupling of isoxazol-4-ylboronic acid (40) with aryl pentafluorobenzenesulfonates (ArOPFB) under mild conditions (r.t.) (Scheme 18). 33 The desired product 50 was obtained in an excellent yield (90%).…”
Section: Scheme 17 C-c Bond Formation At the 4-position Of Isoxazole mentioning
confidence: 96%
“…A number of Suzuki-Miyaura coupling reactions at the 4-position of isoxazoles have been reported. [29][30][31][32][33] In 2007, Sherman and co-workers reported the Suzuki-Miyaura coupling of base-labile isoxazolylboron species 47 in the synthesis of 48 (Scheme 16). 29a However, neither detailed experimental procedure nor an exact yield were reported in their manuscript.…”
Section: Short Review Syn Thesismentioning
confidence: 99%
“…In general, methylation occurs on an activated substrate such as C‐halides (Cl, Br), C‐OTf, C‐OSO 2 C 6 F 5 , and halogenated acrylates . In many cases, methylation is carried out on late‐stage intermediates, and more interestingly, owing to the excellent functional group tolerance, TMB‐mediated methylation chemistry is often published in journals relevant to medicinal chemistry, in which functional groups, such as secondary amine, oxetane, acetal, aldehyde, ketone, imidazole, aniline, thiol ether, indole, ester, and amide are often designed into pharmaceutical molecules or their corresponding intermediates.…”
Section: Methylation By Using Conventional Reagentsmentioning
confidence: 99%
“…The use of highly demanding catalytic systems has enabled the cross‐coupling of even electron‐rich (hetero) aryl chlorides and pseudohalides (Tosylates, mesylates) . In our successful trials, we have demonstrated a versatile electrophilic counterpart (ArOPFBs) which allows the cross‐coupling process to be performed under extremely milder conditions . Despite these advances, the use of hetero halide containing a free ‐NH as one of the coupling partner still remains a challenge.…”
Section: Introductionmentioning
confidence: 99%