title: Trapping the Lewis acid generated transient species from pentafulvene derived diazanorbornenes with ortho-functionalized aryl iodides and aliphatic alcohols.
abstract: Herein we describe our efforts on the Lewis acid catalyzed stereoselective ring-opening of pentafulvene derived diazabicyclic olefins using various ortho-functionalized aryl iodides such as 2-iodoanilines, 2-iodophenols and 2-iodobenzene thiols to access trans-1,2 disubstituted alkylidenecyclopentenes. The scope of the reaction was also explored with a range of easily available aromatic and aliphatic alcohols. Furthermore, the palladium catalyzed intramolecular Heck cyclization of trans-1,2 disubstituted alkylidenecyclopentenes would provide an easy approach for the synthesis of highly functionalized spiropentacyclic frameworks consisting of a cyclopentene fused to an indoline/benzothiophene and pyrazolidine.
authors.affiliation: Academy of Scientific and Innovative Research (AcSIR), New Delhi 110001, India. radhu2005@gmail.com.
authors.forename: S Sarath
authors.initials: SS
authors.lastname: Chand
authors.forename: S
authors.initials: S
authors.lastname: Saranya
authors.forename: P
authors.initials: P
authors.lastname: Preethanuj
authors.forename: B P
authors.initials: BP
authors.lastname: Dhanya
authors.forename: E
authors.initials: E
authors.lastname: Jijy
authors.forename: Praveen
authors.initials: P
authors.lastname: Prakash
authors.forename: B S
authors.initials: BS
authors.lastname: Sasidhar
authors.forename: Jan
authors.initials: J
authors.lastname: Szymoniak
authors.forename: P V
authors.initials: PV
authors.lastname: Santhini
authors.forename: K V
authors.initials: KV
authors.lastname: Radhakrishnan