TBHP-promoted oxidative cyclization of o-alkynylquinoline aldehydes: Metal/additive-free domino synthesis of pyrano[4,3-b]quinolin-1-ones

被引：9
作者：
Singh, Jay Bahadur [1 ]
Mishra, Kalpana [1 ]
Gupta, Tanu [1 ]
Singh, Radhey M. [1 ]
机构：
[1] Banaras Hindu Univ, Inst Sci, Ctr Adv Study, Dept Chem, Varanasi, Uttar Pradesh, India
来源：
TETRAHEDRON LETTERS | 2018年 / 59卷 / 11期
关键词：
Metal free; Additive free; Radical reaction; TBHP; Pyrano[4,3-b]quinolin-1-ones; ONE-POT SYNTHESIS; C-H FUNCTIONALIZATION; TERT-BUTYL PERESTERS; ELECTROPHILIC CYCLIZATION; EFFICIENT SYNTHESIS; FACILE SYNTHESIS; INTRAMOLECULAR CARBONYLATION; PYRANOQUINOLINE ALKALOIDS; QUINOLINE ALKALOIDS; SELECTIVE SYNTHESIS;
D O I：
10.1016/j.tetlet.2018.01.083
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
TBHP-promoted domino synthesis of pyrano[4,3-b]quinolin-1-ones is described from o-alkynylquinoline aldehydes. The radical reaction proceeded without metal and additive via oxidation of aldehydic C-H bond into C-OH bond followed by intramolecular 6-endo-dig cyclization. The probable mechanism is discussed. (C) 2018 Published by Elsevier Ltd.
引用
收藏
页码：1019 / 1022
页数：4
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