Photo by vladizlo from unsplash
Abstract A series of 7-substituted cycloheptatrienes bearing EDG such as (3, X = –PPh3+, –P(O)Ph2, –SO2C6H4CH3, –OCOC6H4CH3 and –CN) were synthesized and their isomerization into the corresponding 2-isomers (4–8) has been achieved,… Click to show full abstract
Abstract A series of 7-substituted cycloheptatrienes bearing EDG such as (3, X = –PPh3+, –P(O)Ph2, –SO2C6H4CH3, –OCOC6H4CH3 and –CN) were synthesized and their isomerization into the corresponding 2-isomers (4–8) has been achieved, under controlled microwave heating in the presence of easily available DABCO and t-BuOK. On the other hand, the conversion of allyltriphenylphosphonium bromide into vinylic isomer with NEt3 has been carried out in a similar way. This convenient and facile procedure has reduced the average reaction times to a matter of minutes (>20 min), rather than the hours typical of conventional procedures, in addition, the 2-isomers (4–8) were obtained in excellent yields and mechanism of products formation is described.
Journal Title: Journal of King Saud University - Science
Year Published: 2020
Link to full text (if available)
Share on Social Media: Sign Up to like & get
recommendations!