A Novel Synthesis of 2-Aminopyrroles Using a Three-Component Reaction

Vijay Nair*, A. U. Vinod and C. Rajesh

*Organic Chemistry Division, Regional Research Laboratory, CSIR, Trivandrum 695 019, India, Email: gvncsrrltrd.ren.nic.in

V. Nair, A. U. Vinod, C. Rajesh, J. Org. Chem., 2001, 66, 4427-4429.

DOI: 10.1021/jo001714v

---

Abstract

A novel and efficient multicomponent reaction of N-tosylimines, DMAD, and isocyanides for the synthesis of 2-aminopyrrole systems was uncovered. The mechanism, which involves a 1,3-dipolar cycloaddition, is discussed.

see article for more examples

proposed mechanism

---

---

Novel Pyridine-Catalyzed Reaction of Dimethyl Acetylenedicarboxylate with Aldehydes and N-Tosylimines: Efficient Synthesis of 2-Benzoylfumarates and 1-Azadienes

V. Nair, A. R. Sreekanth, N. Abhilash, A. T. Biju, B. R. Devi, R. S. Menon, N. P. Rath, R. Srinivas, Synthesis, 2003, 1895-1902.

---

Key Words

Multicomponent Reactions, Heterocycles, Pyrroles, 1,3-dipolar Cycloaddition

---

ID: J42-Y2001-030