A Highly Efficient Copper(I)‐Catalyzed Cascade Reaction of o‐Alkenylphenyl Isothiocyanates with Isocyanides Leading to 5H‐Benzo[d]imidazo[5,1‐b][1,3]thiazines

Abstract

The highly efficient copper(I)-catalyzed cascade reaction of (E)-3-(2-isothiocyanatophenyl)acrylates and (E)-3-(2-isothiocyanatophenyl)acrylonitriles with isocyanides was explored. The method provides an expedient route for the syn- ,3]thiazines in good to

Rhodium(III)-Catalyzed Ortho-Alkenylation of Anilines Directed by a Removable Boc-Protecting Group

“…The present ortho -alkenylation/annulation sequences provide straightforward synthetic routes toward such classes of compounds. It is also noted that o -aminocinnamates like compounds 3′ have also been transformed to not only indoles and quinolines ,, but also other nitrogen-containing fused heterocyclic compounds including indoloquinoline, isoquinolonoquinazoline, chromenoquinoline, and benzoimidazothiazine derivatives …”

Recent Advances in the Chemistry of Isocyanides with Activated Methylene Group

“…Similar reaction conditions were used by this group for developing the method of synthesis of 5H‐benzo[ d ]imidazo[5,1‐ b ]‐[1,3]thiazines 83 by copper(I) chloride cascade reaction of o ‐alkenylphenyl isothiocyanates 82 with isocyanides 1 (Scheme 43). [ 54 ]…”

One-Pot Synthesis of Benzo[4,5]imidazo[2,1-a]isoquinolines and Isoquinolino[3,4-b]quinoxalines via Tandem Cyclization Strategies

“…4 Recently, we and others have reported tandem reactions as novel routes to attractive heterocyclic scaffolds. 5 The targets of studies reported here are amino-functionalized benzo[4,5]imidazo[2,1– a ]isoquinoline and isoquinolino[3,4– b ]-quinoxaline cores as they appear in many bioactive compounds possessing antitumor, anticancer, antibacterial, antituberculosis, and antimalarial activities. 6…”

“…These strategies employ atom- and step-economical transformations to introduce structural complexity by allowing multiple bond-forming events to occur in one transformative operation . Recently, we and others have reported tandem reactions as novel routes to attractive heterocyclic scaffolds . The targets of studies reported here are amino-functionalized benzo­[4,5]­imidazo­[2,1- a ]­isoquinoline and isoquinolino­[3,4- b ]­quinoxaline cores as they appear in many bioactive compounds possessing antitumor, anticancer, antibacterial, antituberculosis, and antimalarial activities …”