Q17 · CSIR NET Chemistry, June 2018
Paper: CSIR NET June 2018 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Named Reactions · Marks: 2 · Difficulty: Medium
The major heterocyclic compound formed in the following reaction is 
2. $\mathrm{H_2}$, Pd/C, MeOH
2. $\mathrm{H_2}$, Pd/C, MeOH(a)
(b)
(c)
(d)
Answer
Answer: C ✓ checked by 4AB · confidence medium
Explanation
N-Boc-pyrrole and ethynyl phenyl sulfone undergo Diels–Alder to the 7-azanorbornadiene. H₂/Pd reduces the unsubstituted, more accessible C=C, leaving the vinyl sulfone (c).
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