Ontology highlight
ABSTRACT:
SUBMITTER: Xiao X
PROVIDER: S-EPMC6296485 | biostudies-literature | 2018 Jul
REPOSITORIES: biostudies-literature
Xiao Xiao X Woods Brian P BP Xiu Wen W Hoye Thomas R TR
Angewandte Chemie (International ed. in English) 20180704 31
The reaction of an aryne with an alkyne to generate a benzocyclobutadiene (BCB) intermediate is rare. We report here examples of this reaction, revealed by Diels-Alder trapping of the BCB by either pendant or external electron-deficient alkynes. Mechanistic delineation of the reaction course is supported by DFT calculations. A three-component process joining the benzyne first with an electron-rich and then with an electron-poor alkyne was uncovered. Reactions in which the BCB functions in a rare ...[more]