Q17 · CSIR-NET Chemistry, December 2015
Paper: CSIR-NET December 2015 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Marks: 2 · Difficulty: Medium
The major product formed in the following reaction sequence is: 
(a)
(b)
(c)
(d)
Answer
Answer: B ✓ checked by 4AB · confidence medium
Explanation
Intramolecular Heck: oxidative addition of the vinyl iodide, 5-exo syn-carbopalladation onto the ring alkene and β-hydride elimination give the cis-fused hydrindene with the nitrile at the ring junction (b).
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