SUMMARY
Thiols react with vinyl ethers following anti-Markovnikov's rule, resulting in the formation of anti-Markovnikov products through a free radical mechanism. This reaction occurs under catalyst-free conditions, as detailed in Jerry March's textbook. The interaction between the oxygen in the vinyl ether and the hydrogen in the thiol activates the double bond, allowing the beta carbon to attract sulfur, leading to the breaking of the sulfur-hydrogen bond. The alpha carbon then abstracts a proton from oxygen, completing the reaction.
PREREQUISITES
- Understanding of anti-Markovnikov's rule
- Familiarity with free radical mechanisms
- Knowledge of thiol and vinyl ether chemistry
- Basic principles of organic reaction mechanisms
NEXT STEPS
- Study the free radical mechanism in organic chemistry
- Research the peroxide effect and its implications in reactions
- Explore the role of UV light in initiating free radical reactions
- Investigate catalyst-free organic reactions and their conditions
USEFUL FOR
Chemistry students, organic chemists, and researchers interested in reaction mechanisms involving thiols and vinyl ethers.