Ruthenium-Catalyzed Pyrrole Synthesis via Oxidative Annulation of Enamides and Alkynes

• Published in: Organic letters Vol. 15; no. 1; pp. 136 - 139
• Main Authors: Li, Bin, Wang, Nuancheng, Liang, Yujie, Xu, Shansheng, Wang, Baiquan
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 04.01.2013; Amer Chemical Soc
• Subjects: Alkynes - chemistry; Amides - chemistry; Catalysis; Chemistry; Chemistry, Organic; Cyclization; Molecular Structure; Oxidation-Reduction; Physical Sciences; Pyrroles - chemical synthesis; Pyrroles - chemistry; Ruthenium - chemistry; Science & Technology; Stereoisomerism; H BOND ACTIVATION; FUNCTIONALIZATIONS; AMINES; SUBSTITUTED PYRROLES; IMINES; REGIOSELECTIVE SYNTHESIS; EFFICIENT SYNTHESIS; COPPER; CYCLIZATION; INDOLES

An efficient and regioselective ruthenium-catalyzed oxidative annulation of enamides with alkynes via the cleavage of C(sp2)–H/N–H bonds is reported. The reactions can afford N-acetyl substituted or N-unsubstituted pyrroles by altering the reaction conditions slightly.