863422-37-1Relevant academic research and scientific papers
The participation of alkynylboronates in inverse electron demand [4 + 2] cycloadditions: A mechanistic study
Gomez-Bengoa, Enrique,Helm, Matthew D.,Plant, Andrew,Harrity, Joseph P. A.
, p. 2691 - 2699 (2007)
The participation of alkynylboronates in [4 + 2] cycloadditions has been investigated using both kinetic and DFT studies. Kinetic studies of the cycloaddition of tetrazine 1 with alkynylboronate 2 strongly suggest that a concerted cycloaddition mechanism
Ambient temperature nitrogen-directed difluoroalkynylborane carboni-lindsey cycloaddition reactions
Vivat, Jerome F.,Adams, Harry,Harrity, Joseph P. A.
supporting information; experimental part, p. 160 - 163 (2010/03/25)
Chemical Equation Presented The in situ generation of alkynyldifluoroboranes in the presence of W-heterocycle substituted tetrazines provides a convenient and direct method for the synthesis of pyridazine difluoroboranes. The reactions proceed in 10 min under ambient conditions and provide the opportunity to assemble unsymmetrical products with complete regiocontrol
Substituent effects in Carboni-Lindsey reactions of 1,2,4,5-tetrazines and aryl-substituted alkynylboronates
Helm, Matthew D.,Plant, Andrew,Harrity, Joseph P. A.
, p. 2885 - 2887 (2008/02/12)
Evidence for an inverse-electron-demand cycloaddition of tetrazines with alkynylboronates is presented by the reaction of 3,6-bis(3,5-dimethyl-1H- pyrazol-1-yl)-1,2,4,5-tetrazine with aryl-alkynylboronate substrates bearing various para substituents. Geor
Synthesis of highly substituted pyridazines through alkynyl boronic ester cycloaddition reactions
Helm, Matthew D.,Moore, Jane E.,Plant, Andrew,Harrity, Joseph P. A.
, p. 3889 - 3892 (2007/10/03)
(Chemical Equation Presented) A highly regioselective transformation of tetrazines through a cycloaddition reaction with alkynyl boronic esters provides highly substituted pyridazine boronic esters as intermediates for C-O and C-C bond-forming reactions (see scheme). Functionalization reactions of the C-B bond, such as oxidation and the Suzuki cross-coupling, show the versatility of these species.
