Photoinduced chlorine atom-transfer cyclization/photohydrolysis of 3-acyl-2-chloro-N-(ω-phenylalkynyl)pyrroles: a one-pot synthesis of benzoyl-substituted fused pyrroles.
A one-pot synthesis of benzoyl-substituted fused pyrroles or indoles in moderate to high yields has been achieved by the photocyclization/photohydrolysis reactions of N-(ω-phenylalkynyl)-2-chloropyrrole-3-carbaldehydes or 3-acyl-N-(ω-phenylbutynyl)-2-haloindoles in wet acetone. The formation of all these products could be inferred by a two-step reactions, namely, photoinduced chlorine atom-transfer cyclization and subsequent photohydrolysis.
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, China.
Shen-Ci
SC
Lu
Wei-Xia
WX
Wang
Pan-Liang
PL
Gao
Wei
W
Zhang
Zhi-Feng
ZF
Tu
D002713:Chlorine / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003500:Cyclization; D006868:Hydrolysis; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D055668:Photochemical Processes; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D007211:Indoles; D011758:Pyrroles; D002713:Chlorine