Preparation of substituted indenes

Substituted indenes (I) are obtained from 1,2-bis-halomethyl-benzenes (II) by conversion to a bis-organometallic derivative (III), reaction with a compound containing a nucleophilic leaving group attached to a carbonyl group, and dehydration of the resulting indanol. Production of substituted indene...

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Bibliographic Details
Main Authors SCHULTE JORG, SCHOTTEK JORG, FISCH LOTHAR
Format Patent
LanguageChinese
English
Published 28.03.2007
Subjects
ACYCLIC OR CARBOCYCLIC COMPOUNDS
CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
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Summary:Substituted indenes (I) are obtained from 1,2-bis-halomethyl-benzenes (II) by conversion to a bis-organometallic derivative (III), reaction with a compound containing a nucleophilic leaving group attached to a carbonyl group, and dehydration of the resulting indanol. Production of substituted indenes of formula (I) and their double-bond isomers (Ia) involves conversion of 1,2-bis-halomethyl-benzenes of formula (II) into the corresponding bis-organometallic compound of formula (III), reaction with a compound of formula R1-CO-Y (IV) to give the indanol of formula (V) and elimination of water from (V). R1 = 1-40C hydrocarbyl; R2 = 6-40C aryl (optionally substituted with hydrocarbyl groups containing no hydrogens alpha to aromatic residues or vinylic groups); R3-R5 = H or 1-40C hydrocarbyl with no alpha-hydrogens as defined above, or R2 plus R3 may form a ring system with no alpha-hydrogens as defined above, or R2 may form a ring system with R3; X = halo; M = lithium, sodium, potassium or magnesium-monohalide, or
Bibliography:Application Number: CN20038101810