439614-58-1Relevant articles and documents
Cu-catalyzed direct ortho-chlorination/-oxygenation of aryls: Switching of oxidant, control the diversity of products
Botla, Vinayak,Akudari, Ashok,Malapaka, Chandrasekharam
supporting information, p. 115 - 119 (2018/12/05)
Highly regioselective copper catalyzed ortho-chlorination of aryl pyridines was achieved with TBHP as oxidant and 1,2-dichloroethane as chlorinating agent for the first time. Switching the oxidant from TBHP to benzoyl peroxide under identical reaction conditions effects ortho-oxygenation.
Sodium halides as halogenating reagents: Rhodium(III)-catalyzed versatile and practical halogenation of aryl compounds
Zhang, Panpan,Hong, Liang,Li, Guofeng,Wang, Rui
supporting information, p. 345 - 349 (2015/02/19)
We report a concise, versatile and practical method for the ortho-chlorination, ortho-bromination and ortho -iodination of aryl compounds. The significant advantage of this transformation is the creation of the carbon-halogen bond by use of readily available and cheap halide salts as formal nucleoACHTUNGTRENUNGphilic halogenating reagents under mild reaction conditions.
Copper-catalyzed aromatic C-H bond halogenation using lithium halides as halogenating reagents
Lu, Yongzhong,Wang, Ruiping,Qiao, Xixue,Shen, Zengming
supporting information; experimental part, p. 1038 - 1042 (2011/06/19)
The copper-catalyzed C-H halogenation of 2-aryl-pyridines containing a variety of electron-withdrawing and electron-donating substituents was described. It is worth noting that cheap and easy-to-handle lithium halides were utilized as the halogen sources. Georg Thieme Verlag Stuttgart · New York.
Efficient and practical one-pot conversions of n- tosyltetrahydroisoquinolines into isoquinolines and of N-tosyltetrahydro-β- carbolines into β-carbolines through tandem β-elimination and aromatization
Dong, Jing,Shi, Xiao-Xin,Yan, Jing-Jing,Xing, Jing,Zhang, Qiang,Xiao, Sen
experimental part, p. 6987 - 6992 (2011/02/24)
An efficient, practical, and general method for conversions of N-tosyltetrahydroisoquinolines (N-tosyl-THIQs) into isoquinolines and of N-tosyltetrahydro-β-carbolines (N-tosyl-THBCs) into β-carbolines is described. Treatment of N-tosyl-THIQs or N-tosyl-THBCs with base in dimethyl sulfoxide afforded dihydroisoquinolines or dihydro-β-carbolines as intermediates, and these were then oxidized in situ by molecular oxygen to furnish isoquinolines or β-carbolines in good to high yields. Both one-pot conversions occurred through tandem β-elimination and aromatization. An efficient method for conversions ofN-tosyltetrahydroisoquinolines (N-tosyl-THIQs) and N-tosyltetrahydro-β-carbolines (N-tosyl-THBCs) into isoquinolines and β-carbolines is described. Treatment ofN-tosyl-THIQs or N-tosyl-THBCs with base affords dihydroisoquinolines or dihydro-β- carbolines. These can be oxidized in situ by molecular oxygen to furnish isoquinolines or β-carbolines. Copyright
Scope and selectivity in palladium-catalyzed directed C-H bond halogenation reactions
Kalyani, Dipannita,Dick, Allison R.,Anani, Waseem Q.,Sanford, Melanie S.
, p. 11483 - 11498 (2007/10/03)
Palladium-catalyzed ligand directed C-H activation/halogenation reactions have been extensively explored. Both the nature of the?directing group and the substitution pattern on the arene ring of the substrate lead to different reactivity profiles, and often different and complementary products, in the presence and absence of the catalyst.
A simple catalytic method for the regioselective halogenation of arenes
Kalyani, Dipannita,Dick, Allison R.,Anani, Waseem Q.,Sanford, Melanie S.
, p. 2523 - 2526 (2007/10/03)
This paper describes a mild palladium-catalyzed method for the regioselective chlorination, bromination, and iodination of arene C-H bonds using N-halosuccinimides as oxidants. These transformations have been applied to a wide array of substrates and can provide products that are complementary to those obtained via conventional electrophilic aromatic substitution reactions.
Synthetic approaches to 1-(2-chlorophenyl)isoquinoline-3-carboxylic acid
Janin, Yves L.,Roulland, Emmanuel,Beurdeley-Thomas, Arnaud,Decaudin, Didier,Monneret, Claude,Poupon, Marie-France
, p. 529 - 532 (2007/10/03)
In connection with our research of new antitumor compounds, previously undescribed approaches to the 1-(2-chlorophenyl)isoquinoline-3-carboxylic acid 9 are reported here. Two related accesses from phenylethylamine or amphetamine were investigated and were found to be successful. A more robust synthesis, using Suzuki's cross-coupling between 2-chlorophenylboronic acid 15 and the previously unreported methyl-1-bromoisoquinoline-3-carboxylate 14 was also developed. This synthetic route provides the ground for a combinatorial approach to the core structure of new potential peripheral benzodiazepine receptor ligands.