102421-44-3Relevant academic research and scientific papers
Torsional Angles in Vinylarenes Determined by High-Field NMR Spectroscopy
Facchine, Kevin L.,Staley, Stuart W.,Zijl, Peter C. M. van,Mishra, Prasanna K.,Bothner-By, Aksel A.
, p. 4900 - 4905 (1988)
High-resolution deuterium NMR spectra of styrene-α-d, styrene-d8, 1-vinylnaphthalene-α-d, and 2-vinylnaphthalene-α-d in hydrocarbon solvents were recorded at field strengths of 14.11 to 14.57 T.Quadropolar splittings were observed as a conseque
Synthesis of Multi-substituted Dihydropyrazoles by Copper-Mediated [4+1] Cycloaddition Reaction of N-Sulfonylhydrazones and Sulfoxonium Ylides
Hu, Sipei,Du, Shiying,Yang, Zuguang,Ni, Lingfang,Chen, Zhengkai
supporting information, p. 3124 - 3136 (2019/05/01)
A general and expeditious approach for the copper mediated synthesis of multi-functionalized dihydropyrazoles from N-sulfonylhydrazones and sulfoxonium ylides has been achieved under aerobic oxidative conditions. The formal [4+1] cycloaddition reaction ex
Copper-catalyzed one-pot coupling reactions of aldehydes (ketones), tosylhydrazide and 2-amino(benzo)thiazoles: An efficient strategy for the synthesis of N-alkylated (benzo)thiazoles
Xie, Zengyang,Chen, Ruijiao,Ma, Mingfang,Kong, Lingdong,Liu, Jun,Wang, Cunde
, (2019/08/16)
An efficient and practical C–N bond formation methodology for the synthesis of N-alkylated (benzo)thiazoles was developed, via the copper-catalyzed one-pot two-step reactions of 2-amino(benzo)thiazoles and aldehydes (ketones) with tosylhydrazide. This cross-coupling reaction proceeded smoothly and tolerated a broad range of functional groups (46 examples). A variety of functionalized N-alkylated (benzo)thiazoles were obtained in moderate to high yields. Notably, gram-scale synthesis of fanetizole (anti-inflammatory drug) was also realized through this protocol.
Asymmetric Copper-Catalyzed C(sp)-H Bond Insertion of Carbenoids Derived from N-Tosylhydrazones
Osako, Takao,Nagaosa, Makoto,Hamasaka, Go,Uozumi, Yasuhiro
supporting information, p. 2251 - 2256 (2018/10/20)
A chiral copper(I)-phosphoramidite complex efficiently catalyzed the asymmetric insertion of the carbenoids derived from N-tosyl hydrazones into alkyne C-H bonds to give the corresponding chiral alkynylated products in up to 77% yield and with up to 74% e
Selective Construction of 2-Substituted Benzothiazoles from o-Iodoaniline Derivatives S8 and N-Tosylhydrazones
Huang, Yubing,Zhou, Peiqi,Wu, Wanqing,Jiang, Huanfeng
, p. 2460 - 2466 (2018/02/23)
Selective construction of 2-substituted benzothiazoles from o-iodoaniline derivatives S8 and N-tosylhydrazone via a copper-promoted [3 + 1 + 1]-type cyclization reaction has been realized. In the protocol, the carbon atom on N-tosylhydrazone could be regulated to construct benzothiazole by changing the reaction system. Furthermore, the transformation has achieved the construction of multiple carbon-heteroatom bonds.
N-Tosylhydrazone directed annulation via C-H/N-N bond activation in Ru(ii)/PEG-400 as homogeneous recyclable catalytic system: a green synthesis of isoquinolines
Deshmukh, Dewal S.,Bhanage, Bhalchandra M.
supporting information, p. 4864 - 4873 (2018/07/15)
A green and sustainable methodology for the synthesis of isoquinolines using Ru(ii)/PEG-400 as a homogeneous recyclable catalytic system has been demonstrated. N-Tosylhydrazone, a rarely explored directing group, has been successfully employed for an annu
Metal free coupling of heteroaryl N-tosylhydrazones and thiols: Efficient synthesis of sulfides
García-Carrillo, Mario Alfredo,Guzmán, ángel,Díaz, Eduardo
supporting information, p. 1952 - 1956 (2017/04/27)
A metal free coupling of heteroaromatic N-tosylhydrazones with thiols is presented. A convenient synthetic route to synthesize heteroaryl N-tosylhydrazones is also showed. Valuable thioethers with pyrroles, pyridines, thieno[2,3-b]pyridines, imidazo[1,2-a]pyridines, and 6H-thieno[2,3-b]pyrroles derivatives were synthesized in good yields. This coupling reaction can be carried out in a one-pot fashion and scaled up to the gram scale by using heteroaryl aldehydes, without the need to isolate the N-tosylhydrazone.
One-pot reductive coupling reactions of acetyl naphthalene derivatives, tosylhydrazide, with arylboronic acids
Shen, Xu,Liu, Ping,Liu, Yang,Liu, Yan,Dai, Bin
supporting information, p. 785 - 793 (2017/01/16)
In this study, a one-pot two-step reductive coupling between acetyl naphthalene derivatives, tosylhydrazide, and arylboronic acids, affording substituted 1(or 2)-(1-phenylethyl)naphthalenes in moderate-to-excellent yields, was reported. Notably, solvent played a crucial role in the coupling of 1-acetyl naphthalene derivatives (toluene) or 2-acetyl naphthalene derivatives (1,4-dioxane) as starting materials. Meanwhile, the scope of this one-pot coupling reaction was extended to 1(or 2)-naphthaldehyde substrates. Particularly, the system was also suitable to synthesize 1(or 2)-(1-phenylethyl)naphthalenes on a multi-gram scale, and was applied in the synthesis of naphthylmethyl substituted carbazolyl compounds.
Copper-Catalyzed Cyanation of N-Tosylhydrazones with Thiocyanate Salt as the "cN" Source
Huang, Yubing,Yu, Yue,Zhu, Zhongzhi,Zhu, Chuanle,Cen, Jinghe,Li, Xianwei,Wu, Wanqing,Jiang, Huanfeng
, p. 7621 - 7627 (2017/07/26)
A novel protocol for the synthesis of α-aryl nitriles has been successfully achieved via a copper-catalyzed cyanation of N-tosylhydrazones employing thiocyanate as the source of cyanide. The features of this method include a convenient operation, readily available substrates, low-toxicity thiocyanate salts, and a broad substrate scope.
Synthesis of naphthyl-substituted terminal olefins via Pd-Catalyzed one-pot coupling of acetylnaphthalene, N-Tosylhydrazide with aryl halide
Shen, Xu,Liu, Ping,Liu, Yan,Dai, Bin
supporting information, p. 6558 - 6563 (2017/10/17)
In this study, a one-pot two-step Pd-catalyzed reductive eliminate between acetyl naphthalene derivatives, tosylhydrazide, and aryl halide, affording substituted 1(or 2)-(1-phenylvinyl)naphthalene in moderate-to-excellent yields, was reported. Notably, so
