Planar Blatter radicals through Bu3SnH and TMS3SiH–assisted cy-clization of aryl iodides: Azaphilic radical addition

2022 ◽  
Author(s):  
Piotr Kaszynski ◽  
Paulina Bartos ◽  
Małgorzata Celeda ◽  
Anna Pietrzak
Keyword(s):  
Radical Addition ◽  
Aryl Iodides ◽  
Derivatives Of

Bu3SnH and TMS3SiH–assisted cyclizations of iodoarene derivatives of the benzo[e][1,2,4]triazine lead to the formation of planar Blatter radicals (2-phenyl-3H-[1,2,4]triazino[5,6,1-kl]phenoxazin-3-yls and 2-phenyl-3H-[1,2,4]triazino[5,6,1-kl]phenothiazin-3-yls) in yields up to 96%. The cyclization step involves...

scholarly journals Selective Synthesis of N-Acylnortropane Derivatives in Palladium-Catalysed Aminocarbonylation

Molecules ◽  
2021 ◽  
Vol 26 (6) ◽  
pp. 1813
Author(s):  
László Kollár ◽  
Ádám Erdélyi ◽  
Haroon Rasheed ◽  
Attila Takács
Keyword(s):  
Synthetic Method ◽  
Selective Synthesis ◽  
Varied Structure ◽  
Biological Importance ◽  
Aryl Iodides ◽  
Palladium Catalyzed ◽  
Derivatives Of

The aminocarbonylation of various alkenyl and (hetero)aryl iodides was carried out using tropane-based amines of biological importance, such as 8-azabicyclo[3.2.1]octan-3-one (nortropinone) and 3α-hydroxy-8-azabicyclo[3.2.1]octane (nortropine) as N-nucleophile. Using iodoalkenes, the two nucleophiles were selectively converted to the corresponding amide in the presence of Pd(OAc)2/2 PPh3 catalysts. In the presence of several iodo(hetero)arenes, the application of the bidentate Xantphos was necessary to produce the target compounds selectively. The new carboxamides of varied structure, formed in palladium-catalyzed aminocarbonylation reactions, were isolated and fully characterized. In this way, a novel synthetic method has been developed for the producing of N-acylnortropane derivatives of biological importance.

Diastereoselective radical addition to dehydroalanine derivatives of pantolactone

2002 ◽  
Vol 13 (5) ◽  
pp. 503-510 ◽  
Author(s):  
Anne-Marie Yim ◽  
Yves Vidal ◽  
Philippe Viallefont ◽  
Jean Martinez
Keyword(s):  
Radical Addition ◽  
Derivatives Of

ChemInform Abstract: RADICAL ADDITION OF THIOLS TO VINYL DERIVATIVES OF 4,5-DIPHENYLIMIDAZOLE-2-THIONE

1977 ◽  
Vol 8 (13) ◽  
pp. no-no
Author(s):  
G. G. SKVORTSOVA ◽  
B. V. TRZHTSINSKAYA ◽  
L. F. TETERINA ◽  
V. K. VORONOV
Keyword(s):  
Radical Addition ◽  
Vinyl Derivatives ◽  
Derivatives Of

Radical addition of thiols to vinyl derivatives of 4,5-diphenylimidazole-2-thione

1976 ◽  
Vol 12 (11) ◽  
pp. 1278-1280 ◽  
Author(s):  
G. G. Skvortsova ◽  
B. V. Trzhtsinskaya ◽  
L. F. Teterina ◽  
V. K. Voronov
Keyword(s):  
Radical Addition ◽  
Vinyl Derivatives ◽  
Derivatives Of

Recent achievements in copper catalysis for C–N bond formation

2020 ◽  
Vol 92 (8) ◽  
pp. 1181-1199
Author(s):  
Alexei D. Averin ◽  
Anton S. Abel ◽  
Olga K. Grigorova ◽  
Gennadij V. Latyshev ◽  
Yury N. Kotovshchikov ◽  
...  
Keyword(s):  
Bond Formation ◽  
Copper Catalysts ◽  
Copper Catalysis ◽  
Wide Spread ◽  
Main Approach ◽  
Click Reactions ◽  
Aryl Iodides ◽  
Derivatives Of

AbstractA mini-review describes the development of the catalysis by Cu(I) complexes aimed at the formation of C–N bond at the Lomonosov MSU during 2010s. The main approach employs the amination of aryl and heteroaryl halides with the amines and polyamines, in this direction a great versatility of starting compounds was achieved: adamantane-containing amines, linear diamines, oxadiamines and polyamines, various aryl iodides and bromides, derivatives of pyridine, and quinoline were used for this purpose. In more peculiar cases, the copper catalysis was used for steroids transformations, including vinylation of azoles, wide-spread “click” reactions for the conjugate syntheses, and successful heterogenezation of the copper catalysts were also undertaken.

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