425436-17-5Relevant academic research and scientific papers
N2 extrusion and co insertion: A novel palladium-catalyzed carbonylative transformation of aryltriazenes
Li, Wanfang,Wu, Xiao-Feng
supporting information, p. 1910 - 1913 (2015/04/27)
A novel procedure for the replacement of N2 with CO of aryltriazenes has been developed. Aryltriazenes were converted to the corresponding arylamides catalyzed by 1 mol % of PdCl2/P(o-Tol)3 under CO pressure. In this process, aryldiazonium salts were generated in the presence of 40 mol % of MeSO3H. Nitrogen was released from the substrates and CO formally inserted. Aryl bromides, iodides, alkynes, and free hydroxyl groups can be tolerated in this transformation.
Palladium-catalyzed carbonylative Sonogashira coupling between aryl triazenes and alkynes
Li, Wanfang,Wu, Xiao-Feng
supporting information, p. 5090 - 5093 (2015/05/13)
We developed a palladium-catalyzed carbonylative Sonogashira reaction with aryl triazenes and alkynes as substrates and methanesulfonic acid as the additive. A series of α,β-ynones were synthesized by this alternative procedure. Notably, bromides, iodides
Catalytic conversion of aryl triazenes into aryl sulfonamides using sulfur dioxide as the sulfonyl source
Li, Wanfang,Beller, Matthias,Wu, Xiao-Feng
supporting information, p. 9513 - 9516 (2014/08/18)
Various sulfonamides have been synthesized from triazenes and sulfur dioxide. In the presence of just a catalytic amount of BF3· OEt2, a series of 1-aryl-triazenes were converted into sulfonyl hydrazines in good to excellent yields. When using CuCl2 as the catalyst, the corresponding sulfonamides can be produced from the 1-aryl triazenes in good yields. This journal is the Partner Organisations 2014.
Efficient synthesis of a complete donor/acceptor bis(aryl)diyne family
Holmes, Brian T.,Pennington, William T.,Hanks, Timothy W.
, p. 2447 - 2461 (2007/10/03)
A facile route to a family of bis(aryl)diynes containing both an electron donating pyridine ring and an electron accepting iodobenzene has been developed. The convergent synthesis involves the coupling of 2-, 3-, or 4-bromopyridine with TMS-acetylene, followed by deprotection to form the first half of the molecule. Similarly, 2-, 3-, or 4-iodoaniline was coupled to TMS-acetylene after protection of the amine group as a diethyltriazine. After conversion of the triazine to an iodine, deprotection of the acetylene and formation of the corresponding bromophenyl-acetylene, the two halves of the molecule were coupled under Cadiot-Chodkiewicz conditions. Nine new compounds were prepared, each of which was found to thermally polymerize from the melt. None of the compounds underwent photochemical polymerization in the solid-state.
Sulfoximine version of double elimination protocol for synthesis of chiral acetylenic cyclophanes
Orita, Akihiro,De, Lie An,Nakano, Takehiko,Yaruva, Jayamma,Ma, Nianchun,Otera, Junzo
, p. 2005 - 2010 (2007/10/03)
A new strategy for constructing enantiopure acetylenic cyclophanes is described on the basis of one-pot double elimination reaction starting from dialdehydes and bis(sulfoximine)s. In this case, the conventional sulfone protocol affords poorer yields of t
Creation of nanoscale oxaarenecyclynes and their C60 complexes
Yamaguchi, Yoshihiro,Kobayashi, Shigeya,Amita, Nobuhiro,Wakamiya, Tateaki,Matsubara, Yoshio,Sugimoto, Kunihisa,Yoshida, Zen-Ichi
, p. 3277 - 3280 (2007/10/03)
Novel nanoscale oxaarenecyclynes (3 and 4) consisting of diethynylbenzene and ether units were synthesized, which form supramolecular complexes with C60.
