Synthesis of Indolylquinolines, Indolylacridines, and Indolylcyclopenta[<i>b</i>]quinolines from the Baylis–Hillman Adducts: An in Situ [1,3]-Sigmatropic Rearrangement of an Indole Nucleus To Access Indolylacridines and Indolylcyclopenta[<i>b</i>]quinolines

A simple and easy route to the synthesis of a variety of structurally diverse indolylquinolines, indolylacridines, and indolylcyclopenta­[<i>b</i>]­quinoline derivatives via the reductive cyclization of C-alkylated indole derivatives, derived from acyclic as well as cyclic Baylis–Hillman adducts with indoles, is described. An unusual in situ [1,3]-sigmatropic rearrangement of the indole nucleus was observed during the reductive cyclicization of α-regioselective B–H adducts containing indoles to produce indolylacridines and indolylcyclopenta­[<i>b</i>]­quinoline derivatives

Synthesis of Indolylquinolines, Indolylacridines, and Indolylcyclopenta[<i>b</i>]quinolines from the Baylis–Hillman Adducts: An in Situ [1,3]-Sigmatropic Rearrangement of an Indole Nucleus To Access Indolylacridines and Indolylcyclopenta[<i>b</i>]quinolines

A simple and easy route to the synthesis of a variety of structurally diverse indolylquinolines, indolylacridines, and indolylcyclopenta­[<i>b</i>]­quinoline derivatives via the reductive cyclization of C-alkylated indole derivatives, derived from acyclic as well as cyclic Baylis–Hillman adducts with indoles, is described. An unusual in situ [1,3]-sigmatropic rearrangement of the indole nucleus was observed during the reductive cyclicization of α-regioselective B–H adducts containing indoles to produce indolylacridines and indolylcyclopenta­[<i>b</i>]­quinoline derivatives

Synthesis of Indolylquinolines, Indolylacridines, and Indolylcyclopenta[<i>b</i>]quinolines from the Baylis–Hillman Adducts: An in Situ [1,3]-Sigmatropic Rearrangement of an Indole Nucleus To Access Indolylacridines and Indolylcyclopenta[<i>b</i>]quinolines

A simple and easy route to the synthesis of a variety of structurally diverse indolylquinolines, indolylacridines, and indolylcyclopenta­[<i>b</i>]­quinoline derivatives via the reductive cyclization of C-alkylated indole derivatives, derived from acyclic as well as cyclic Baylis–Hillman adducts with indoles, is described. An unusual in situ [1,3]-sigmatropic rearrangement of the indole nucleus was observed during the reductive cyclicization of α-regioselective B–H adducts containing indoles to produce indolylacridines and indolylcyclopenta­[<i>b</i>]­quinoline derivatives

Synthesis of Indolylquinolines, Indolylacridines, and Indolylcyclopenta[<i>b</i>]quinolines from the Baylis–Hillman Adducts: An in Situ [1,3]-Sigmatropic Rearrangement of an Indole Nucleus To Access Indolylacridines and Indolylcyclopenta[<i>b</i>]quinolines

A simple and easy route to the synthesis of a variety of structurally diverse indolylquinolines, indolylacridines, and indolylcyclopenta­[<i>b</i>]­quinoline derivatives via the reductive cyclization of C-alkylated indole derivatives, derived from acyclic as well as cyclic Baylis–Hillman adducts with indoles, is described. An unusual in situ [1,3]-sigmatropic rearrangement of the indole nucleus was observed during the reductive cyclicization of α-regioselective B–H adducts containing indoles to produce indolylacridines and indolylcyclopenta­[<i>b</i>]­quinoline derivatives

Synthesis of Indolylquinolines, Indolylacridines, and Indolylcyclopenta[<i>b</i>]quinolines from the Baylis–Hillman Adducts: An in Situ [1,3]-Sigmatropic Rearrangement of an Indole Nucleus To Access Indolylacridines and Indolylcyclopenta[<i>b</i>]quinolines

A simple and easy route to the synthesis of a variety of structurally diverse indolylquinolines, indolylacridines, and indolylcyclopenta­[<i>b</i>]­quinoline derivatives via the reductive cyclization of C-alkylated indole derivatives, derived from acyclic as well as cyclic Baylis–Hillman adducts with indoles, is described. An unusual in situ [1,3]-sigmatropic rearrangement of the indole nucleus was observed during the reductive cyclicization of α-regioselective B–H adducts containing indoles to produce indolylacridines and indolylcyclopenta­[<i>b</i>]­quinoline derivatives

Synthesis of Aryl Thioethers through the <i>N</i>‑Chlorosuccinimide-Promoted Cross-Coupling Reaction of Thiols with Grignard Reagents

A convenient one-pot approach for the synthesis of aryl sulfides through the coupling of thiols with Grignard reagents in the presence of <i>N</i>-chlorosuccinimide is described. The sulfenylchlorides were formed when thiols were treated with <i>N</i>-chlorosuccinimide, and the resulting sulfenylchlorides were then directly reacted with Grignard reagents to provide aryl sulfides in good to excellent yields under mild reaction conditions. Functional groups including ester, fluoro, and chloro are tolerated by the reaction conditions employed. It is important to note that this method has a short reaction time (30 min in total) and represents an alternative approach for the synthesis of aryl sulfides over the existing protocols