1616-50-8Relevant academic research and scientific papers
Synthesis of rhodium(III)-catalyzed isoquinoline derivatives from allyl carbonates and benzimidates with hydrogen evolution
Dong, Lin,Li, Chao,Liu, Man,Xu, Hui-Bei,Zhang, Jing
, p. 1412 - 1416 (2020)
A novel Rh(iii)-catalyzed cascade C-H activation/cyclization approach to access isoquinoline derivatives from benzimidates and available allyl carbonates with the liberation of H2 has been realized. Allyl carbonates were first used as a versati
Cp*Co(III)-Catalyzed γ-Selective C-H Allylation/Hydroamination Cascade for the Synthesis of Dihydroisoquinolines
Choi, Suh Young,Kim, Hyeon Dae,Park, Jong-Un,Park, Sun-A,Kim, Ju Hyun
, p. 10038 - 10042 (2019/12/24)
A Cp*Co(III)-catalyzed γ-selective C-H allylation/hydroamination cascade toward the synthesis of 3,4-dihydroisoquinolines (DHIQs) has been successfully developed, starting from NH ketimines and allyl carbonates. Notably, highly efficient and γ-selective C-H allylations were accomplished using γ-substituted allyl reagents, thus overcoming the issues of poor α/γselectivity and low reactivity of previous transition metal-catalyzed C-H allylations. The stereochemistry of allyl carbonates was a crucial factor, and synthesis of the DHIQs was achieved using (Z)-allyl carbonates.
Light/Palladium-Promoted Benzylic C?H Acylation Using a Benzoyl Group as the Photo-Directing Group
Masuda, Yusuke,Ishida, Naoki,Murakami, Masahiro
supporting information, p. 403 - 406 (2019/01/22)
2-Methylphenyl ketones undergo site-selective acylation at the benzylic position when treated with acid anhydride under UV irradiation in the presence of a palladium catalyst. The benzoyl carbonyl group serves as the photo-directing group so that the ortho benzylic C?H bond is activated site-selectively.
One-Pot Trimetallic Relay Catalysis: A Unified Approach for the Synthesis of β-Carbolines and Other [c]-Fused Pyridines
Dhiman, Seema,Mishra, Uttam K.,Ramasastry
supporting information, p. 7737 - 7741 (2016/07/07)
A divergent strategy is presented for the synthesis of 1,3-di- and 1,3,4-trisubstituted β-carbolines through an unprecedented one-pot triple-orthogonal-metal relay catalysis, and 1,3-disubstituted 4-hydroxy-β-carbolines through a one-pot bimetallic relay
Rh-catalyzed sequential oxidative C-H activation/annulation with geminal-substituted vinyl acetates to access isoquinolines
Chu, Haoke,Sun, Song,Yu, Jin-Tao,Cheng, Jiang
supporting information, p. 13327 - 13329 (2015/08/24)
The concise synthesis of 3-substituted or non-C3-substituted isoquinolines through Rh-catalyzed sequential oxidative C-H activation/annulation with geminal-substituted vinyl acetates was developed with good functional group tolerance. The protocol was successfully applied to the total synthesis of the natural product papaverine.
Synthesis of pyridine and isoquinoline derivatives by the palladium-catalyzed cyclization of olefinic ketone O-pentafluorobenzoyloximes
Tsutsui, Hironori,Narasaka, Koichi
, p. 526 - 527 (2007/10/03)
Pyridines and isoquinolines are synthesized from olefinic ketone O-pentafluorobenzoyloximes by treatment with a catalytic amount of Pd(PPh3)4 in the presence of (n-Bu)4NCl and triethylamine.
A CONVENIENT SYNTHETIC METHOD OF 1,3-DISUBSTITUTED ISOQUINOLINES USING SILVER TRIFLUOROMETHANESULFONATE AS A KEY REAGENT
Sato, Tadashi,Tamura, Kunio,Nagayoshi, Kazuo
, p. 791 - 794 (2007/10/02)
1,3-Disubstituted isoquinolines were prepared under mild conditions from allylbenzenes and nitriles using silver trifluoromethanesulfonate and iodine.
A Reinvestigation of the Pictet-Gams Isoquinoline Synthesis. Part 2. Formation of Rearranged Isoquinolines: the Δ2-Oxazoline-Isoquinoline Transformation
Ardabilchi, Nasser,Fitton, Alan O.,Hadi, A. Hamid b. A.,Thompson, J. Robin
, p. 1710 - 1725 (2007/10/02)
Cyclisation of a series of 2-substituted 2-acylamino-1-arylalkan-1-ols using phosphorus pentaoxide in refluxing decalin is shown to lead to rearranged, i.e. 4-substituted, isoquinolines in addition to the anticipated 3-substituted isomers.The products arise largely via 5-phenyl-Δ2-oxazoline intermediates and the formation of the rearranged isoquionolines from these intermediates is fully discussed.The pathway is not substantially altered when 2-benzamido-1-methoxy-1-phenylalkanes are cyclised.
REACTION OF BENZYL KETONES WITH NITRILES IN PRESENCE OF POCl3
Zielinski, Wojciech
, p. 93 - 100 (2007/10/02)
The reaction of benzyl ketones with nitriles in presence of POCl3 has been examined.It has been found that intermediate N-styrylimidoyl dichlorophosphates formed under reaction conditions undergo further reactions to isoquinoline and pyrimidine derivatives and form the products of fragmentation and condensation.The effect of structure of the substrates on the relative ratios of the products formed has been discussed.
