title: Silver catalyzed domino aza-annulation/Diels-Alder cyclization of 2-ene-yne anilines: a facile one-pot access to carbazole, dihydrocarbazole and tetrahydrocarbazole frameworks.
abstract: An unprecedented and efficient AgSbF6-catalyzed domino aza-annulation/Diels-Alder/aromatization cascade for the construction of carbazoles, dihydrocarbazoles and tetrahydrocarbazoles was achieved using 2-(but-3-en-1-yn-1-yl) anilines in the presence of suitable dienophiles. The reaction proceeds via the in situ generation of 2-vinyl indoles and their subsequent trapping by various dienophiles with concomitant aromatization. A series of symmetrical, unsymmetrical and base sensitive dienophiles provide the corresponding carbazoles under mild conditions in excellent yields with high regioselectivity.
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education & Research (NIPER), Hyderabad-500037, India and Medicinal Chemistry and Pharmacology, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India. ahmedkamal@iict.res.in.
authors.forename: Namballa Hari
authors.initials: NH
authors.lastname: Krishna
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education & Research (NIPER), Hyderabad-500037, India.
authors.forename: A Prasanth
authors.initials: AP
authors.lastname: Saraswati
authors.affiliation: Medicinal Chemistry and Pharmacology, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India. ahmedkamal@iict.res.in.
authors.forename: Manda
authors.initials: M
authors.lastname: Sathish
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education & Research (NIPER), Hyderabad-500037, India.
authors.forename: Nagula
authors.initials: N
authors.lastname: Shankaraiah
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education & Research (NIPER), Hyderabad-500037, India and Medicinal Chemistry and Pharmacology, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India. ahmedkamal@iict.res.in.
authors.forename: Ahmed
authors.initials: A
authors.lastname: Kamal