Reaction of thiols with vinyl ethers

[AdityaDev]

Homework Statement

Find the product:

2. Relevant concepts

Thiols react with vinyl ethers according to anti-markovnikov's rule

The Attempt at a Solution

After reading Jerry March's book, i came to know that it follows free radical mechanism and that is why it gives anti markovnikov's product. Just like the peroxide effect. But its given that the reaction takes place in catalyst free conditions. What is the free radical initiator here?

 

[Lamebert]

The interaction between oxygen in vinyl ether and hydrogen in thiol activates the double bond. The beta carbon has a partial positive charge and attracts sulfur. Then the bond between sulfur and hydrogen is broken. The alpha carbon then abstracts the proton from oxygen, giving the anti-Markovnikov product.

 

[AdityaDev]

But it follows free radical mechanism.

 

[Raghav Gupta]

But it follows free radical mechanism.

Are you sure?
There must be given something else in your book?
Initiation of free radical mechanism requires energy in form of UV rays or something else but here nothing more is given.

 

[AdityaDev]

Nothing else is given. Surprisingly, the reaction takes place in catalyst and solvent free conditions.