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Facile syntheses of 4-hydroxy-7-methyl-1-indanone, isolated from cyanobacterium Nostoc commune

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Title Facile syntheses of 4-hydroxy-7-methyl-1-indanone, isolated from cyanobacterium Nostoc commune
 
Creator Kamat, Shrivallabh P
Menezes, Jose C
Siddhaye, Bhushan M
Paknikar, Shashikumar K
 
Description 1597-1599
Two different high yielding synthetic routes both starting with 6-methylcoumarin 2 have been described to prepare 4-hydroxy-7-methyl-1-indanone 1, a constituent of cyanobacterium Nostoc commune having antibacterial activity. In the first route, methylative lactone ring opening of the coumarin 2 followed by catalytic hydrogenation of the cinnamyl double bond and subsequent PPA cyclization gives the methyl ether 5 of 1 which on demethylation gives 1 in excellent yield. Alternatively, catalytic hydrogenation of 2 followed by fusion with anhydrous AlCl₃ gives high yield of 1 in just two steps.
 
Date 2008-10-22T07:36:36Z
2008-10-22T07:36:36Z
2008-10
 
Type Article
 
Identifier 0376-4699
http://hdl.handle.net/123456789/2256
 
Language en_US
 
Publisher CSIR
 
Source IJCB Vol.47B(10) [October 2008]