Chemistry starting from 5-bromoisatin, 3-methylbenzylbromide, 4-methylbenzylbromide, how to yield the following compounds? can you propose a mechanism?

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter18: Aromaticity
Section: Chapter Questions
Problem 14CTQ
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Chemistry

starting from 5-bromoisatin, 3-methylbenzylbromide, 4-methylbenzylbromide, how to yield the following compounds?

can you propose a mechanism?   

OY NH2
J-NH
X = H, 5CI, 5Me, 5F, 5Br
R = various alkyl and halogen groups on aromatic ring
NH2
N-NH
X = H, 5CI, 5Me, 5F, 5Br
R = various alkyl and halogen groups on aromatic ring
Transcribed Image Text:OY NH2 J-NH X = H, 5CI, 5Me, 5F, 5Br R = various alkyl and halogen groups on aromatic ring NH2 N-NH X = H, 5CI, 5Me, 5F, 5Br R = various alkyl and halogen groups on aromatic ring
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