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Silver‐Catalyzed Carbon‐Phosphorus Functionalization for Polyheterocycle Formation
Author(s) -
Liu Jianming,
Zhao Shanshan,
Song Weiwei,
Li Rong,
Guo Xinyu,
Zhuo Kelei,
Yue Yuanyuan
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600850
Subject(s) - chemistry , phosphine , surface modification , phosphorus , catalysis , radical , carbon fibers , combinatorial chemistry , organic chemistry , materials science , composite number , composite material
Polyheterocycle construction with high diastereoselectivity by utilizing a radical process is still problematic. In this communication, a silver‐catalyzed carbon‐phosphorus functionalization for polyheterocycle formation is described that furnishes good diastereoselectivity. Various substituted 1‐(1 H ‐indol‐1‐yl)‐3‐phenylprop‐2‐en‐1‐ones and phosphine oxides were suitable for this transformation. This work avoids the installation of direct functional groups and thus makes full use of shorter and more efficient synthetic processes. Preliminary mechanistic investigations indicate that phosphorus radicals are involved by attacking the α‐position of α,β‐unsaturated carbonyl compounds to generate the desired products.