Synthesis and reactivity of carbazole-containing hypervalent iodine(III) reagents
Sign Up to like & getrecommendations! Published in 2020 at "Chinese Chemical Letters"
DOI: 10.1016/j.cclet.2019.07.031
Abstract: Abstract A range of bench-stable carbazole-containing hypervalent iodine(III) reagents were synthesized by I − N bond formation in good yields. This kind of benziodoxolone reagents was used for a C N coupling reaction to introduce a carbazole… read more here.
Keywords: carbazole containing; iii reagents; hypervalent iodine; carbazole ... See more keywords
Promoting Intermolecular C-N Bond Formation under the Auspices of Iodine(III).
Sign Up to like & getrecommendations! Published in 2018 at "Accounts of chemical research"
DOI: 10.1021/acs.accounts.8b00137
Abstract: The quest for the development of new protocols that provide general conditions for oxidative carbon-nitrogen bond formation has grown over recent years. Within this context, due to feasibility and benignity considerations in biochemical sciences, reactions… read more here.
Keywords: nitrogen; iii; bond; chemistry ... See more keywords
Hypervalent Iodine(III) Reagents with Transferable Primary Amines: Structure and Reactivity of the Electrophilic α-Amination on Stabilized Enolates.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.1c04312
Abstract: A new family of hypervalent iodine reagents containing transferable primary amine groups is described. Benziodoxolone-based reagents were synthesized on the gram-scale through operationally simple reactions in up to quantitative yields. These bench-stable solids were characterized… read more here.
Keywords: amination; reagents transferable; iodine iii; transferable primary ... See more keywords
Photoredox-Catalyzed Cascade sp2 C-H Bond Functionalization to Construct Substituted Acridine with Diarylamine and Hypervalent Iodine(III) Reagents.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.2c04114
Abstract: A photocatalyzed cascade double C-C formation via sp2 C-H bond activation of diarylamines with hypervalent iodine diazo reagents was developed. A variety of diarylamines and hypervalent iodine(III) reagents were tolerated well, and a range of… read more here.
Keywords: hypervalent iodine; cascade; iodine iii; sp2 bond ... See more keywords
Stereospecific Dehydroxytrifluoromethylthiolation of Alcohols Promoted by a Combination of Hypervalent Trifluoromethylthio-iodine(III) Reagent and N-Heterocyclic Carbene.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00641
Abstract: Direct dehydroxytrifluoromethylthiolation of alcohols is an attractive strategy for accessing CF3S-containing compounds. Herein, we report a method for dehydroxytrifluoromethylthiolation of alcohols by using the combination of hypervalent iodine(III) reagent TFTI and N-heterocyclic carbenes. This method… read more here.
Keywords: combination hypervalent; iodine iii; dehydroxytrifluoromethylthiolation; dehydroxytrifluoromethylthiolation alcohols ... See more keywords
Hypervalent Iodine(III) Compounds as Biaxial Halogen Bond Donors
Sign Up to like & getrecommendations! Published in 2020 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.9b13309
Abstract: “Hypervalent” iodine(III) derivatives have been established as powerful reagents in organic transformations, but so far only a handful of studies have addressed their potential use as halogen-bonding noncovalent Lewis acids. In contrast to “classical” halogen-bond… read more here.
Keywords: iii; hypervalent iodine; iodine iii; halogen bond ... See more keywords
C(sp3)-H Ritter amination by excitation of in situ generated iodine(III)-BF3 complexes.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d2cc03283j
Abstract: Visible light excitation of iodine(III)-BF3 complex enables the formation of carbocations from C(sp3)-H bonds. The complexes are generated catalytically from iodoarene, carboxylate ligand, the oxidizing agent Selectfluor, and the Lewis acid BF3. This modular catalytic… read more here.
Keywords: excitation; bf3; sp3 ritter; iodine iii ... See more keywords
Iodine (III)-Mediated Dehydroaromatization of Cyclohexanones with Primary Amines and CD3SSO3Na to Access ortho-SCD3 Anilines
Sign Up to like & getrecommendations! Published in 2023 at "Organic Chemistry Frontiers"
DOI: 10.1039/d3qo00481c
Abstract: Iodine (III)-mediated dehydroaromatization of cyclohexanones with primary amines and CD3SSO3Na has been developed, providing direct access ortho-SCD3 anilines with the formation of C-N and C-S bonds. Detailed mechanism studies indicates... read more here.
Keywords: dehydroaromatization cyclohexanones; mediated dehydroaromatization; iii mediated; iodine iii ... See more keywords
Benziodoxole-Derived Organosulfonates: The Strongest Hypervalent Iodine Electrophiles and Oxidants
Sign Up to like & getrecommendations! Published in 2019 at "Synlett"
DOI: 10.1055/s-0039-1690761
Abstract: This account describes the development of organosulfonyloxy-substituted iodine(III) and iodine(V) benziodoxole derived reagents, which are thermally stable compounds with useful reactivity patterns. Iodine(III) benziodoxoles and pseudobenziodoxoles are powerful electrophiles and mild oxidants toward various unsaturated… read more here.
Keywords: benziodoxole derived; hypervalent iodine; iodine benziodoxole; iodine ... See more keywords
Synthesis of cationic gold(III) complexes using iodine(III)
Sign Up to like & getrecommendations! Published in 2019 at "Journal of Coordination Chemistry"
DOI: 10.1080/00958972.2019.1620936
Abstract: Abstract We report the synthesis and characterization of cationic Au(III) complexes supported by nitrogen-based ligands. The syntheses are achieved by reacting Au(I) complexes [Au(N-Me-imidazole)2]+ and [Au(pyridine)(NHC)]+ with iodine(III) reagents PhI(OTf)(OAc) and [PhI(pyridine)2]2+ yielding a series… read more here.
Keywords: iii; gold iii; iii complexes; iodine iii ... See more keywords
A Benziodoxole-Based Hypervalent Iodine(III) Compound Functioning as a Peptide Coupling Reagent
Sign Up to like & getrecommendations! Published in 2020 at "Frontiers in Chemistry"
DOI: 10.3389/fchem.2020.00183
Abstract: 1-Benzoyloxy-1,2-benziodoxol-3-(1H)-one (IBA-OBz), a readily available and bench stable benziodoxole-based iodine(III) reagent, can be employed for the synthesis of dipeptides from various standard and sterically hindered amino acids in the presence of (4-MeOC6H4)3P. The combined system… read more here.
Keywords: reagent; hypervalent iodine; iba obz; iodine iii ... See more keywords