b. Based on what you know about how strong nucleophiles may react with OH groups, propose a reason why the nitrogen on the indole must be protected. In other words, what possible side reactions can occur in the reaction below: (3 pts) MeLi (1 equiv.) then H2O workup ?
b. Based on what you know about how strong nucleophiles may react with OH groups, propose a reason why the nitrogen on the indole must be protected. In other words, what possible side reactions can occur in the reaction below: (3 pts) MeLi (1 equiv.) then H2O workup ?
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter19: Eas: Electrophilic Aromatic Substitution
Section: Chapter Questions
Problem 45E
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Transcribed Image Text:b. Based on what you know about how strong nucleophiles may react with OH groups, propose
a reason why the nitrogen on the indole must be protected. In other words, what possible side
reactions can occur in the reaction below: (3 pts)
MeLi (1 equiv.)
then H2O workup
?
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