90585-26-5Relevant academic research and scientific papers
Palladium-Mediated Site-Selective C-H Radio-iodination
Dubost, Emmanuelle,Babin, Victor,Benoist, Florian,Hébert, Alexandra,Barbey, Pierre,Chollet, Céline,Bouillon, Jean-Philippe,Manrique, Alain,Pieters, Grégory,Fabis, Frédéric,Cailly, Thomas
supporting information, p. 6302 - 6305 (2018/10/02)
The palladium-mediated C-H radio-iodination of arenes using sodium iodide as the primary isotopic source is reported and performed without chemical know-how in 30 min and applied to the synthesis of complex radio-iodinated compounds of biological interest.
Nickel-catalysed aromatic Finkelstein reaction of aryl and heteroaryl bromides
Cant, Alastair A.,Bhalla, Rajiv,Pimlott, Sally L.,Sutherland, Andrew
supporting information; experimental part, p. 3993 - 3995 (2012/06/05)
A fast and efficient nickel-catalysed iodination reaction of aryl and heteroaryl bromides has been developed. The transformation was found to be general for a wide range of substrates and was used for the synthesis of iodo-PK11195, an imaging agent of Alzheimer's disease and iniparib, a compound used in the treatment of breast cancer.
Rhodium-catalyzed multicomponent-coupling reactions involving a carborhodation-cross-coupling sequence
Shintani, Ryo,Yamagami, Takafumi,Hayashi, Tamio
, p. 4799 - 4801 (2007/10/03)
(Chemical Equation Presented) A rhodium-catalyzed multicomponent-coupling reaction has been developed that involves a cross-coupling with organohalides as part of the reaction sequence. Through several experiments toward mechanistic investigations, it has
Synthesis, structure, and chemoselective reactivity of N-(2-iodylphenyl) acylamides: Hypervalent iodine reagents bearing a pseudo-six-membered ring.scaffold
Ladziata, Uladzimir,Koposov, Alexey Y.,Lo, Ka Y.,Willging, Jeff,Nemykin, Victor N.,Zhdankin, Viktor V.
, p. 7127 - 7131 (2007/10/03)
A pseudo-benziodoxazine structure with intramolecular secondary I...O bonding, as shown by X-ray analysis, is seen in a series of N-(2-iodylphenyl) acylamides prepared from 2-iodoaniline (see scheme). These compounds contain a six-membered pseudocyclic scaffold about an iodine(v) center and are able to oxidize either alcohols or sulfides, with the reactivity depending largely on the substitution pattern on the amide group adjacent to the iodyl moiety. (Chemical Equation Presented).
Intramolecular C-N bond addition of amides to alkynes using platinum catalyst
Shimada, Tomohiro,Nakamura, Itaru,Yamamoto, Yoshinori
, p. 10546 - 10547 (2007/10/03)
The intramolecular aminoacylation of alkynes using ortho-alkynylacetanilides proceeds in very high yields in the presence of PtCl2 catalyst. This reaction provides not only a useful procedure for synthesizing 2,3-disubstituted indoles at once from ortho-alkynylaniline derivatives, but also an interesting mechanistic aspect; the intramolecular C-N bond addition of amides to alkynes takes place readily in the presence of Pt(II) catalyst. Copyright
Amide-based protecting/radical translocating (PRT) groups. Generation of radicals adjacent to carbonyls by 1,5-hydrogen transfer reactions of o-iodoanilides
Curran, Dennis P.,Yu, Hosung,Liu, Hongtao
, p. 7343 - 7366 (2007/10/02)
The o-iodoanilide group is shown to be broadly useful for the generation and subsequent reactions of radicals adjacent to carboxyl groups. The results indicate that this group is one of the best 'protecting/radical translocating' (PRT) groups introduced t
1,2-Asymmetric induction in radical reactions. Deuteration and allylation reactions of β-oxy-o-lodoanilides
Curran, Dennis P.,Abraham, Ann C.
, p. 4821 - 4840 (2007/10/02)
Chiral radicals were generated by radical translocation reactions of β-oxy-o-iodoanilides and their asymmetric deuteration and allylation reactions were studied.
Oxidation during reductive cyclisations using Bu3SnH
Bowman, W. Russell,Heaney, Harry,Jordan, Benjamin M.
, p. 10119 - 10128 (2007/10/02)
Reductive cyclisations using Bu3SnH include an "oxidation" step if the removal of an acidic proton from the intermediate cyclised radical, by Bu3SnH acting as a base, is favourable. A "pseudo" SRN1 mechanism is proposed.
Mercury in Organic Chemistry. 26. Synthesis of Heterocycles via Intramolecular Solvomercuration of Aryl Acetylenes
Larock, Richard C.,Harrison, L. Wayne
, p. 4218 - 4227 (2007/10/02)
A number of ortho substituted aryl acetylenes, o-CH3XC6H4YCCR (X=O, S, CO2; Y=-, CO), have been observed to undergo facile intramolecular solvomercuration with mercuric acetate in acetic acid to afford the corresponding benzofuran, benzothiophene, isocoumarin, and chromone organomercuric chlorides, after aqueous sodium chloride workup.The aryl acetylenes m-XC6H4YCH2CCR (X=H, Y=O, R=CH3; X=CH3O, Y=CH2, R=n-C3H7) undergo similar cyclizations to yield mercurated 2H-1-benzopyrans and 1,2-dihydronaphthalenes.The mercuration and subsequent carbonylation of o-R1OC6H4CCR2 1=Si(t-Bu)Me2, R2=CH3; R1=CH3, R2=o-C6H4OCH3> has provided a new approach to the coumarin and coumestan ring systems.
