5362-74-3Relevant academic research and scientific papers
Reversible Carbon-Nitrogen Bond Formation in the Isomerisation of Triosmium Compounds derived from t-Butyldiazomethane (ButCHN2); the X-Ray Crystal Structure of tCH=NNCO)(CO)8(PMe2Ph)>
Deeming, Antony J.,Fuchita, Yoshio,Hardcastle, Kenneth,Henrick, Kim,McPartlin, Mary
, p. 2259 - 2264 (1986)
The dihydride reacts with the diazoalkane ButCHN2 to give tCH=NNH)-(CO)10> in the same way as reported for other diazoalkanes.A compound believed to be t)(μButCH=NNH)(CO)10> is
Diversity-Oriented Synthesis of 1,2,4-Triazols, 1,3,4-Thiadiazols, and 1,3,4-Selenadiazoles from N-Tosylhydrazones
Wei, Zeyang,Zhang, Qi,Tang, Meng,Zhang, Siyu,Zhang, Qian
supporting information, p. 4436 - 4440 (2021/05/26)
The diversity-oriented synthesis of 1,2,4-triazols, 1,3,4-thiadiazols, and 1,3,4-selenadiazoles from N-tosylhydrazones was developed, and the reactions were general for a wide range of substrates, in which NH2CN, KOCN, KSCN, and KSeCN were used as odorless sources. Two different pathways were proposed, and N-tosylhydrazonoyl chlorides were formed in situ in the presence of NCS.
Diborylalkyllithium Salts Trigger Regioselective Ring Opening of Vinyl Aziridines
Salvado, Oriol,Gava, Riccardo,Fernández, Elena
supporting information, p. 9247 - 9250 (2019/11/14)
gem-Diborylalkanes treated with LiTMP produce α-diborylalkane lithium bases that perform nucleophilic attack on vinyl aziridines with controlled regioselectivity. Preferred SN2 diborylalkylation ring opening reaction on the less sterically hind
Preparation of unsymmetrical ketones from tosylhydrazones and aromatic aldehydes via formyl C-H bond insertion
Allwood, Daniel M.,Blakemore, David C.,Ley, Steven V.
supporting information, p. 3064 - 3067 (2014/06/23)
Preparation of ketones by insertion of diazo compounds into the formyl C-H bond of an aldehyde is an attractive procedure, but use of structurally diverse diazo compounds is hampered by preparation and safety issues. A convenient procedure for the synthesis of unsymmetrical ketones from bench-stable tosylhydrazones and aryl aldehydes is reported. The procedure can be performed in one pot from the parent carbonyl compound and needs only a base, with no additional promoters being required.
Formal carbon insertion of n-tosylhydrazone into B-B and B-Si bonds: Gem-diborylation and gem-silylborylation of sp3 carbon
Li, Huan,Shangguan, Xianghang,Zhang, Zhikun,Huang, Shan,Zhang, Yan,Wang, Jianbo
supporting information, p. 448 - 451 (2014/04/03)
A convenient method is developed to synthesize 1,1-diboronates from the corresponding N-tosylhydrazones. This method is also applicable to synthesize 1-silyl-1-boron compounds. Meanwhile, derivatization and consecutive Pd-catalyzed cross-coupling reaction
CuI-catalyzed cross-coupling of N-tosylhydrazones with terminal alkynes: Synthesis of 1,3-disubstituted allenes
Hossain, Mohammad Lokman,Ye, Fei,Zhang, Yan,Wang, Jianbo
, p. 1236 - 1241 (2013/04/10)
A CuI-catalyzed synthesis of 1,3-disubstituted allenes from 1-alkynes by the reaction with various N-tosylhydrazones has been developed. This method, which uses readily available starting materials and is operationally simple, offers 1,3-disubstituted all
Copper-catalyzed direct ortho-alkylation of N-iminopyridinium ylides with N-tosylhydrazones
Xiao, Qing,Ling, Lin,Ye, Fei,Tan, Renchang,Tian, Leiming,Zhang, Yan,Li, Yuxue,Wang, Jianbo
supporting information, p. 3879 - 3885 (2013/05/22)
Copper-catalyzed cross-coupling of N-tosylhydrazones with N-iminopyridinium ylides leads to the direct C-H alkylation. This direct C-H bond alkylation transformation uses inexpensive CuI as the catalyst without any ligand. The reaction is operationally simple and conducted under mild conditions, giving the corresponding alkylated pyridines in moderate to good yields. DFT calculation provides insights into the reaction mechanism, suggesting that the reaction proceeds through the Cu carbene migratory insertion process.
Synthesis of allyl allenes through three-component cross-coupling reaction of N-tosylhydrazones, terminal alkynes, and allyl halides
Ye, Fei,Hossain, Mohammad Lokman,Xu, Yan,Ma, Xiaoshen,Xiao, Qing,Zhang, Yan,Wang, Jianbo
supporting information, p. 1404 - 1407 (2013/07/26)
Three's a crowd: Tri- and tetrasubstituted allyl allenes can be easily accessed by this CuI-catalyzed three-component coupling reaction of N-tosylhydrazones, terminal alkynes, and allyl halides. The reaction proceeds through a mechanism involving copper carbene migratory insertion.
Synthesis of substituted 1 H-indazoles from arynes and hydrazones
Li, Pan,Wu, Chunrui,Zhao, Jingjing,Rogness, Donald C.,Shi, Feng
experimental part, p. 3149 - 3158 (2012/07/14)
The 1H-indazole skeleton can be constructed by a [3 + 2] annulation approach from arynes and hydrazones. Under different reaction conditions, both N-tosylhydrazones and N-aryl/alkylhydrazones can be used to afford a variety of indazoles. The former reaction affords 3-substituted indazoles either via in situ generated diazo compounds or through an annulation/elimination process. The latter reaction leads to 1,3-disubstituted indazoles likely through an annulation/oxidation process. The reactions operate under mild conditions and can accommodate aryl, vinyl, and less satisfactorily, alkyl groups.
Synthesis of 3-substituted indazoles from arynes and N-tosylhydrazones
Li, Pan,Zhao, Jingjing,Wu, Chunrui,Larock, Richard C.,Shi, Feng
supporting information; experimental part, p. 3340 - 3343 (2011/09/12)
Readily available, stable, and inexpensive N-tosylhydrazones react with arynes under mild reaction conditions to afford 3-substituted indazoles in moderate to good yields. The reaction appears to involve a dipolar cycloaddition of in situ generated diazo
