15311-10-1Relevant articles and documents
Carboxyboronate: A Versatile C1 Building Block
Holownia, Aleksandra,Tien, Chieh-Hung,Diaz, Diego B.,Larson, Reed T.,Yudin, Andrei K.
supporting information, p. 15148 - 15153 (2019/11/05)
The synthesis and applications of carboxy-MIDA-boronate, a novel C1 building block, are described. This molecule is accessible via a ruthenium tetraoxide-mediated cleavage of commercially available ethynyl-MIDA-boronate. In the course of this study, carboxy-MIDA-boronate was found to possess ambident reactivity towards nucleophiles. Carboxylic acid derivatization produces a broad range of previously unknown carbamoyl-, oxycarbo- and thiocarboboronates. Carboxy-MIDA-boronate and its derivatives undergo condensations to access borylated heterocycles with boron at positions that are difficult to access using alternate methods. The resulting heterocycles participate in the Suzuki–Miyaura cross-coupling reaction, enabling entry into diverse bis(heteroaryl) motifs. The carbon monoxide-releasing capacity of carboxy-MIDA-boronate was also examined and applied in palladium-catalyzed carbonylation.
Synthesis of substituted 1,3,4-thiadiazoles using Lawesson's reagent
Gierczyk,Zalas
, p. 213 - 222 (2007/10/03)
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Thiadiazoles and Thiadiazolines. Part 3. Synthesis of Triazol-3-yl-Δ2-1,3,4-thiadiazolines and a New Synthesis of Unsymmetrical 2,5-Di-substituted 1,3,4-Thiadiazoles
Moss, Stephen F.,Taylor, David R.
, p. 1987 - 1992 (2007/10/02)
The reaction of 1-chloro-1,4-diphenyl-2,3-diazabutadiene (1) with 1-acetyl- and with 1-benzoyl-thiosemicarbazide yields initially the hydrochlorides of N2-acetyl- and N2-benzoyl-Δ2-1,3,4-thiadiazoline-4-carboxamide hydrazo