1192-04-7Relevant articles and documents
Erickson et al.
, p. 1031 (1968)
Guillaumet et al.
, p. 1289,1292, 1294 (1974)
Preparation of cyclopentyl (f) ene-1-boronic acid frequency that ester method
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Paragraph 0019, (2016/10/31)
The invention discloses a method of preparing cyclopenten/cyclohexen-1-yl-boronic acid pinacol ester from methyl 1-cyclopentene/cyclohexene-1-carboxylate by three-step continuous operations. The method includes subjecting the raw material to alkaline hydrolysis to form the corresponding 1-alkylene carboxylic acid; performing addition with bromine; performing elimination and decarboxylation at the same time under the existence of DBU or DMAP to produce 1-bromo cyclopentene/cyclohexene; and allowing the 1-bromo cyclopentene/cyclohexene and methoxyboronic acid pinacol ester to form an ester under the existence of magnesium metal by a one-pot process to obtain the cyclopenten/cyclohexen-1-yl-boronic acid pinacol ester. The method is high in continuity, simple and convenient in operations, free of low-temperature reactions, and capable of obtaining the 1-bromo cyclopentene/cyclohexene intermediate with high purity and meeting market demands. The method adopts one-pot-process of Grignard reaction/esterification, so that the method is more convenient in operations and has less by-products, and the product is easier in rectification purification.
Gold-catalysed alkenyl- and arylsilylation reactions forming 1-silaindenes
Matsuda, Takanori,Yamaguchi, Yoshiyuki,Shigeno, Masanori,Sato, Shinya,Murakami, Masahiro
supporting information; experimental part, p. 8697 - 8699 (2011/09/15)
In the presence of gold(i)-phosphine catalysts, alkenyl- and arylsilanes undergo intramolecular cyclisation reactions onto appendant alkyne moieties to afford 1-silaindene derivatives. The reaction pathways vary depending on the substituent on silicon. The Royal Society of Chemistry 2011.