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Showing papers on "Intramolecular reaction published in 2018"


Journal ArticleDOI
TL;DR: The Ir-catalyzed intramolecular reaction of 2',6'-diaryl-2-(hydrosilyl)biphenyls gave substituted tribenzosilepins by direct dehydrogenative C-H/Si-H coupling, the first example of catalytic construction of the tribenzsilepin skeleton.
Abstract: The Ir-catalyzed intramolecular reaction of 2′,6′-diaryl-2-(hydrosilyl)biphenyls gave substituted tribenzosilepins by direct dehydrogenative C–H/Si–H coupling. This is the first example of catalytic construction of the tribenzosilepin skeleton. Enantiomerically pure tribenzosilepin was prepared by optical resolution using chiral HPLC, and its inversion barrier was calculated by measurement of rate of racemization using the Eyring kinetic equation under heating conditions.

14 citations


Journal ArticleDOI
TL;DR: The Rh-catalyzed intramolecular reaction of 1-(2-vinylaryl)-substituted biphenylenes was used to construct a dihydrobenzo[b]fluoranthene skeleton and the photophysical properties of the new multicyclic fused compounds were measured and analyzed.
Abstract: The Rh-catalyzed intramolecular reaction of 1-(2-vinylaryl)-substituted biphenylenes was used to construct a dihydrobenzo[b]fluoranthene skeleton. This transformation was achieved by regioselective C-C bond cleavage of a sterically more hindered biphenylene site by using alkene as both a directing group and a reaction moiety. Furthermore, we measured and analyzed the photophysical properties of the new multicyclic fused compounds.

8 citations


Journal ArticleDOI
TL;DR: In this article, the scope of an unexpected Mitsunobu cyclisation to prepare N-arylated Fsp3-enriched azacycles was investigated, and it was determined that a pKa-dependent reaction, creating a leaving group, followed by intramolecular nucleophilic displacement was the dominant pathway.

7 citations


Journal ArticleDOI
TL;DR: Starting from a common polyfunctionalized bicyclo-6,8-dione intermediate, a concise synthetic route to tricyclic cores found in quadrane, suberosane, cedrane and related sesquiterpenes was developed using a Morita-Baylis-Hillman intramolecular reaction as a key step.
Abstract: Starting from a common polyfunctionalized bicyclo[321]octane-6,8-dione intermediate, a concise synthetic route to tricyclic cores found in quadrane, suberosane, cedrane and related sesquiterpenes was developed using a Morita–Baylis–Hillman intramolecular reaction as a key step

6 citations



Patent
22 Jan 2018
TL;DR: In this article, a functionalized silyl cyanide was used in the reactions that classic TMSCN participates in, to synthesize important intermediates (e.g., cyanohydrin, amino alcohols and α-amino nitrile compounds), with improved reactivity and selectivity.
Abstract: The present teachings relate to a functionalized silyl cyanide and synthetic methods thereof. As an example, the method may include adding a raw material silane and a cyanide source MCN in an organic solvent to produce the functionalized silyl cyanide in the absence of catalyst or in the presence of a metal salt catalyst. The functionalized silyl cyanide may be used in the reactions that classic TMSCN participates in, to synthesize important intermediates (e.g., cyanohydrin, amino alcohols and α-amino nitrile compounds), with improved reactivity and selectivity. The cyanosilyl ether resulted from the nucleophilic addition of functionalized silyl cyanide to aldehyde or ketone may undergo intramolecular reaction under appropriate conditions to transfer the functional groups on silicon onto the other parts of the product linked to silicon. Such a functional group transfer process may increase the synthesis efficiency and atom economy, as well as afford products unobtainable using traditional TMSCN.

3 citations