111653-84-0Relevant academic research and scientific papers
Lewis Acid-Mediated Formation of 1,3-Disubstituted Spiro[cyclopropane-1,2′-indanes]: The Activating Effect of the Cyclopropane Walsh Orbital
Alajarin, Mateo,Ballester, Francisco-Jose,Marin-Luna, Marta,Orenes, Raul-Angel,Sanchez-Andrada, Pilar,Vidal, Angel,Vivancos, Juan-Antonio
, p. 4565 - 4573 (2020)
By virtue of its alkylidenecyclopropane moiety, 2-(cyclopropylidenemethyl)benzaldehyde reacts with a range of amines and thiols under Lewis acid catalysis. These reactions yield 1,3-bis(arylamino) and 1,3-bis(arylthio and alkylthio)indanes, respectively, which are spirolinked to the cyclopropane ring at carbon 2. The reaction mechanism, and the peculiar contribution of the cyclopropane ring, have been scrutinized via DFT calculations.
Cobalt-Catalyzed Intramolecular Hydroacylation Involving Cyclopropane Cleavage
Mori, Yuto,Yamanaka, Masahiro,Yang, Junfeng,Yoshikai, Naohiko
, p. 8302 - 8307 (2020/07/08)
A simple cobalt-diphosphine catalyst has been found to efficiently promote intramolecular cyclization of ortho-cyclopropylvinyl- and cyclopropylidenemethyl-substituted benzaldehydes into benzocyclooctadienone and benzocycloheptadienone derivatives, respectively. This ring-opening hydroacylation likely involves aldehyde C?H oxidative addition, olefin insertion, cyclopropane cleavage by β-carbon elimination, and C?C bond-forming reductive elimination, as was supported by mechanistic experiments and DFT calculations.
A rhodium-catalyzed C-H activation/cycloisomerization tandem
Aeissa, Christophe,Fuerstner, Alois
, p. 14836 - 14837 (2008/09/18)
A reaction cascade comprising a rhodium-catalyzed C-H activation, a subsequent hydrometalation of an alkylidene cyclopropane in vicinity, regioselective C-C bond activation of the flanking cyclopropane ring, followed by reductive elimination of the result
Vinyl Azides in Heterocyclic Synthesis. Part 5. Thermal and Photochemical Decomposition of Azidocinnamates Containing ortho-Cycloalkylidene Substituents
Moody, Christopher J.,Warrellow, Graham J.
, p. 913 - 920 (2007/10/02)
Heating the ortho-cycloalkylidene azidocinnamates (2b-e) in boiling toluene gives the indenotetrahydroazirines (8), derived by intramolecular ene reaction involving the C=N bond of the intermediate 2H-azirines (11), as the major product.The intramo
