Abstract
AbstractOn treatment of 2‐bromothiophene, 2,3‐, 2,4‐, and 2,5‐dibromothiophene with potassium amide in liquid ammonia at − 75°, a bromine migration of position α to position β of the thiophene ring takes place. On treatment of the above mentioned compounds with potassium amide in liquid ammonia at − 33°, besides α to β bromine rearrangement, amination to 3‐aminothiophene was observed.The mechanism of the transbromination is assumed to be an intermolecular process, involving dibromo‐ and tribromo‐thiophenes. The formation of 3‐aminothiophene does not occur via a didehydro intermediate, but it is the result of amination of a polybromothiophene, yielding an amino‐bromothiophene, which is debrominated by reaction with amide ion or a thiophene anion.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
