75950-73-1Relevant articles and documents
3-Methoxy-3a-methyl-3aH-indene
Gilchrist, Thomas L.,Rees, Charles W.,Tuddenham, David
, p. 689 - 690 (1980)
3-Methoxy-3a-methyl-3aH-indene (4) has been synthesised and is isolated as an unstable, readily oxidised oil, which undergoes cycloaddition with 4-phenyltriazoline-3,5-dione and with dimethyl acetylenedicarboxylate.
Generation of 3-Methoxy-3a-methyl-3aH-indene and Study of its Cycloaddition Reactions
Gilchrist, Thomas L.,Rees, Charles W.,Tuddenham, David
, p. 3214 - 3220 (2007/10/02)
The title compound (1) has been prepared from indan-1-one by Birch reduction and methylation followed by the introduction of a further double bond, enolisation of the ketone, and O-methylation.The tetraenol ether (1) is the first 3aH-indene derivative to be isolated.It is shown to be oxidised by air to the Z-cinnamic ester (5), and to undergo ready rearrangement to the 1H-indene (7).Cycloadditions of N-phenyltriazolinedione, diethyl azodiformate, and dimethyl acetylenedicarboxylate to the termini of the tetraene are observed.These formal cycloadditions are in contrast to the addition which is observed with N-phenylmaleimide.The adduct rearranges on heating to give a mixture of adducts: it is suggested that this process involves dissociation of the adduct into its components and their re-combination.
