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Indoles - Sundberg R.J.

Sundberg R.J. Indoles - Academic press, 1996. - 95 p.
ISBN 0-12-676945-1
Download (direct link): indoles1996.djvu
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4.2 Cyclization of N-vinyl-o-haloanilines............................................................................................................................................................38
References................................................................................................................................................................................................................................................................................39
4.3 Photocyclization of jV-vinylanilincs...............................................................................................39
Procedure..........................................................................................................................................................................................................................................................................40
3-(4-Bromobutyl)-2-cyano-)-methylmdole ..............................................................................40
References ..........................................................................................................................................41
4.4 Electrophilic cyclization of a-anilino aldehydes and ketones..............................................................................41
Procedure..................................................................................................................................................................................................................................................................................43
/ - Methyl-5-fluorooxindole........................................................................................................................................43
References ..............................................................................................................................................................................................................................................................................43
/ч,_
Category I/ cyclizations | ^
Procedure.......................................................................................................................................... 45
Methvl 2,4.5-trimelhoxy-i-azidocinnamate......................................................................................45
Methyl 4,6.7-tvimethoxyindole-2-carboxylale..................................................................................47
References......................................................................................................................................................................................................................................................................................................47
DETAILED CONTENTS
Category IIab cyclizations \ || ;
Procedures ................................................................................................
2-(5- Vinyl-)-azabicydo[2.2.2]octan-2'yl)indole .
l-(tert-Butoxycarbonyl)-6-methoxyindole ..........
References..................................................................................................
7.1 Fischer indole synthesis..............................................................................................................
7.1.1 Reaction mechanism and catalysts............................................................................
References ........................................................................................................................................
7.1.2 Regioselectivity .................................................................................................................
References ........................................................................................................................................
7.1.3 Other reaction media.....................................................................................................
References ........................................................................................................................................
7.1.4 Synthesis of indoles with functionalized substituents.........................................
Procedures .......................................................................................................................................
’N,N-Dihexyl-2-phenyiindole-3-acetamide from 3-phenyl-3-oxopropanoic
acid ...........................................................................................................
2-Acetamido-2-(7-chloroindol-3-yltnethyl)propanedioic acid dimethyl ester
U,N-Dimethyl-2-[5-(cyanomethy!)’lH-indol-3’yl ] ethyl amine...................
References ........................................................................................................................................
7.1.5 Anomalous reactions......................................................................................................
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