Abstract
AbstractThe methylenation reaction of methyl azulene‐2‐carboxylates (cf. Schemes 1 and 2) with Tebbe's or Takai's reagent is described. When the prescribed amount of Takai's reagent is applied in a four‐fold excess, the corresponding cyclopropyl methyl ethers are formed instead of the enol ethers (cf. Schemes 2 and 3). Similarly, methyl benzoate and methyl 2‐naphthoate yield, after treatment with Takai's reagent and hydrolysis, the corresponding cyclopropanols 18 and 19, respectively (Scheme 3). The cyclopropyl methyl ether 4 or cyclopropanol 5 rearrange, on acid catalysis, into the l‐(azulen‐2‐yl)propan‐l‐one 20 (Scheme 4). whose reduction with Et3SiH in CF3COOH yields the 2‐propylazulene 21.
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.
