5446-58-2Relevant academic research and scientific papers
Oxidation of Alkynyl Boronates to Carboxylic Acids, Esters, and Amides
Li, Chenchen,Li, Ruoling,Zhang, Bing,Zhao, Pei,Zhao, Wanxiang
supporting information, p. 10913 - 10917 (2020/05/25)
A general efficient protocol was developed for the synthesis of carboxylic acids, esters, and amides through oxidation of alkynyl boronates, generated directly from terminal alkynes. This protocol represents the first example of C(sp)?B bond oxidation. This approach displays a broad substrate scope, including aryl and alkyl alkynes, and exhibits excellent functional group tolerance. Water, primary and secondary alcohols, and amines are suitable nucleophiles for this transformation. Notably, amino acids and peptides can be used as nucleophiles, providing an efficient method for the synthesis and modification of peptides. The practicability of this methodology was further highlighted by the preparation of pharmaceutical molecules.
MACROCYCLIC AND MACROPOLYCYCLIC COMPOUNDS BASED UPON 1,3-DISUBSTITUTED PROPANE UNITS
Pratt, John A. E.,Sutherland, Ian O.,Newton, Roger F.
, p. 13 - 22 (2007/10/02)
Synthetic routes to the macrocyclic polyamine derivatives (1) and (3) are described, together with an investigation of the complexing properties of the triamines (1d) and (3d) with primary alkylammonium cations.Macrotricyclic and macrotetracyclic compounds may be obtained from the macrocycle (1) by a stepwise procedure whereas macrocycle (3b) can be converted into a macrotricyclic derivative in a one step alkylation procedure.The alkylation of the tetrahydropyrimidone (18) with α,α'-dibromo-m-xylene gives the calix arene analogue (19) which adopts the 'cone' (21a) and '1,3-alternate' (21b) conformations.The macrocyclic hexa-amine (23) may be synthesized by a simple alkylation procedure whereas the octa-amine (27) required a systematic stepwise synthesis.The hexa-amine salt (23)*6 HBr shows selectivity in forming inclusion complexes with the dicarboxylate anions (1-)O2C(CH2)nCO2(1-).
SYNTHESIS OF 2,3,5,6-TETRAHYDRO-1H,4H,11cH-3a,6a,11b-TRIAZABENZANTHRACENE (5) AND X-RAY CRYSTAL STRUCTURE DETERMINATIONS OF (5), HEXAHYDRO-1H,4H,7H,9bH-3a,6a,9a-TRIAZAPHENALENE (1), BENZO-1,5,9-TRIAZADODECANE N,N',N''-TRITOSYLAMIDE, AND OF 1,5,9-TRIAZADODECANE N,N'N''-TRITOSYLAMID
Beddoes, Roy L.,Edwards, W. D.,Joule, J. A.,Mills, O. S.,Street, J. D.
, p. 1903 - 1920 (2007/10/02)
The synthesis of 2,3,5,6-tetrahydro-1H,4H,11cH-3a,6a,11b-triazabenzanthracene (5) is described.X-ray crystal structure determinations on hexahydro-1H,4H,7H,9bH-3a,6a,9a-triazaphenalene (1) and its benzoanaloque (5) show them to adopt differing conformations; the reasons for this are discussed.
