title: Selective Lithiation, Magnesiation, and Zincation of Unsymmetrical Azobenzenes Using Continuous Flow.
abstract: A mild and general set of metalation procedures for the functionalization of unsymmetrical azobenzenes using a commercially available continuous-flow setup is reported. The metalations proceed with TMPLi under convenient conditions (0 °C, 20 s), and various classes of electrophiles can be used. With sensitive substrates, an in situ trapping metalation in which TMPLi is added to a mixture of the azobenzene and ZnCl2or MgCl2·LiCl was very effective for achieving high yields.
authors.affiliation: Department Chemie, Ludwig-Maximilians-Universität , Butenandtstrasse 5-13, 81377 München, Germany.
authors.forename: Marthe
authors.initials: M
authors.lastname: Ketels
authors.affiliation: Department Chemie, Ludwig-Maximilians-Universität , Butenandtstrasse 5-13, 81377 München, Germany.
authors.forename: David B
authors.initials: DB
authors.lastname: Konrad
authors.affiliation: Department Chemie, Ludwig-Maximilians-Universität , Butenandtstrasse 5-13, 81377 München, Germany.
authors.forename: Konstantin
authors.initials: K
authors.lastname: Karaghiosoff
authors.affiliation: Department Chemie, Ludwig-Maximilians-Universität , Butenandtstrasse 5-13, 81377 München, Germany.
authors.forename: Dirk
authors.identifier: 0000-0002-6782-6056
authors.initials: D
authors.lastname: Trauner
authors.affiliation: Department Chemie, Ludwig-Maximilians-Universität , Butenandtstrasse 5-13, 81377 München, Germany.
authors.forename: Paul
authors.identifier: 0000-0001-7913-4332
authors.initials: P
authors.lastname: Knochel