title: Betaine mediated synthesis of annulated dihydrofurans from oxobis(methylthio)ketene acetals and N-butyl-N'-methyl ethane-1,2-diamine as precursors via NHC elimination.
abstract: First in situ generation of a betaine intermediate has been developed using two new precursors oxobis(methylthio)ketene acetals and N-butyl-N'-methyl ethane-1,2-diamine for the synthesis of annulated dihydrofurans. This protocol adds a new dimension for the formation of annulated dihydrofurans through a series of selective consecutive formation of C-C and C-O bonds after reacting with enone rings. This in situ generated betaine intermediate corresponds to deoxy-Breslow intermediates in the reaction via elimination of NHC.
authors.affiliation: Medicinal & Process Chemistry Division, CSIR-Central Drug Research Institute, Sector 10, Jankipuram extension, Sitapur Road, P.O. Box 173, Lucknow 226031, India. dratulsax@gmail.com atul_kumar@cdri.res.in and Academy of Scientific and Innovative Research, New Delhi 110001, India.
authors.forename: Atul
authors.initials: A
authors.lastname: Kumar
authors.affiliation: Medicinal & Process Chemistry Division, CSIR-Central Drug Research Institute, Sector 10, Jankipuram extension, Sitapur Road, P.O. Box 173, Lucknow 226031, India. dratulsax@gmail.com atul_kumar@cdri.res.in and Academy of Scientific and Innovative Research, New Delhi 110001, India.
authors.forename: Shivam
authors.initials: S
authors.lastname: Maurya
authors.affiliation: Medicinal & Process Chemistry Division, CSIR-Central Drug Research Institute, Sector 10, Jankipuram extension, Sitapur Road, P.O. Box 173, Lucknow 226031, India. dratulsax@gmail.com atul_kumar@cdri.res.in and Academy of Scientific and Innovative Research, New Delhi 110001, India.
authors.forename: Kemant
authors.initials: K
authors.lastname: Pratap
authors.affiliation: Medicinal & Process Chemistry Division, CSIR-Central Drug Research Institute, Sector 10, Jankipuram extension, Sitapur Road, P.O. Box 173, Lucknow 226031, India. dratulsax@gmail.com atul_kumar@cdri.res.in.
authors.forename: Suman
authors.initials: S
authors.lastname: Srivastava
mesh_terms: D001622:Betaine / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis*
chemical_list: D005663:Furans; D001622:Betaine