Q22 · CSIR NET Chemistry, December 2014
Paper: CSIR NET December 2014 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Named Reactions · Marks: 2 · Difficulty: Medium
The major product of the following reaction is:
2. heat
(a)

(b)

(c)

(d)

Answer
Answer: D ✓ checked by 4AB · confidence medium
Explanation
Sarcosine condenses with the aldehyde and decarboxylates, forming an azomethine ylide. Intramolecular [3+2] cycloaddition onto the N-allyl alkene gives the cis-fused pyrrolo[3,2-c]quinoline (d).
Study loop for Reagents, Reaction Mechanisms & Named Reactions