Literature DB >> 26131954

Catalytic Dual 1,1-H-Abstraction/Insertion for Domino Spirocyclizations.

Jiang-Kai Qiu1,2, Bo Jiang1, Yi-Long Zhu1,2, Wen-Juan Hao1, De-Cai Wang2, Jun Sun1,2, Ping Wei2, Shu-Jiang Tu1, Guigen Li3.   

Abstract

A catalytic domino spirocyclization of 1,7-enynes with simple cycloalkanes and cyclo-1,3-dicarbonyls has been established via multiple C-C bond formations from alkynyl/alkenyl functions and dual α,α-C(sp(3))-H abstraction/insertion. The reaction involves addition, 6-exo-dig cyclization and radical coupling sequences under convenient catalytic conditions and provides a concise access to spiro cyclopenta[c]quinolines in good to excellent yields.

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Year:  2015        PMID: 26131954     DOI: 10.1021/jacs.5b05735

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  9 in total

1.  A new cascade halosulfonylation of 1,7-enynes toward 3,4-dihydroquinolin-2(1H)-ones via sulfonyl radical-triggered addition/6-exo-dig cyclization.

Authors:  Yi-Long Zhu; Bo Jiang; Wen-Juan Hao; Ai-Fang Wang; Jiang-Kai Qiu; Ping Wei; De-Cai Wang; Guigen Li; Shu-Jiang Tu
Journal:  Chem Commun (Camb)       Date:  2016-01-31       Impact factor: 6.222

2.  Cascade bicyclization of triethylammonium thiolates with hydrazines: efficient access to pyrazolo[3,4-c]quinolines.

Authors:  Wei Fan; Yan-Rong Li; Bo Jiang; Guigen Li
Journal:  Org Biomol Chem       Date:  2016-09-26       Impact factor: 3.876

3.  Cobalt-catalyzed C(sp3)-H/C(sp2)-H oxidative coupling between alkanes and benzamides.

Authors:  Shuangjie Li; Bao Wang; Guangyu Dong; Chunpu Li; Hong Liu
Journal:  RSC Adv       Date:  2018-04-10       Impact factor: 4.036

4.  Metal-free C(sp(3))-H functionalization: oxidative carbo-oxygenation of α-diazo carbonyls via radical dediazotization.

Authors:  Nan-Nan Wang; Wen-Juan Hao; Tian-Shu Zhang; Guigen Li; Ya-Nan Wu; Shu-Jiang Tu; Bo Jiang
Journal:  Chem Commun (Camb)       Date:  2016-03-21       Impact factor: 6.222

5.  New Three-Component Bicyclization Leading to Densely Functionalized Pyrazolo[3,4-d]thiazolo[3,2-a]pyrimidines.

Authors:  Wen-Juan Hao; Peng Zhou; Fei-Yue Wu; Bo Jiang; Shu-Jiang Tu; Guigen Li
Journal:  European J Org Chem       Date:  2016-03-29

6.  Construction of Polycyclic γ-Lactams and Related Heterocycles via Electron Catalysis.

Authors:  Jun Xuan; Constantin G Daniliuc; Armido Studer
Journal:  Org Lett       Date:  2016-11-29       Impact factor: 6.005

7.  Intermolecular oxidative decarbonylative [2 + 2 + 2] carbocyclization of N-(2-ethynylaryl)acrylamides with tertiary and secondary alkyl aldehydes involving C(sp3)-H functionalization.

Authors:  Yang Li; Gao-Hui Pan; Ming Hu; Bang Liu; Ren-Jie Song; Jin-Heng Li
Journal:  Chem Sci       Date:  2016-07-21       Impact factor: 9.825

8.  Silver-catalyzed remote Csp3-H functionalization of aliphatic alcohols.

Authors:  Yuchao Zhu; Kaimeng Huang; Jun Pan; Xu Qiu; Xiao Luo; Qixue Qin; Jialiang Wei; Xiaojin Wen; Lizhi Zhang; Ning Jiao
Journal:  Nat Commun       Date:  2018-07-06       Impact factor: 14.919

9.  [3+2] Cycloaddition of alkyl aldehydes and alkynes enabled by photoinduced hydrogen atom transfer.

Authors:  Siya Le; Ji Li; Jian Feng; Zuxiao Zhang; Yihui Bai; Zheliang Yuan; Gangguo Zhu
Journal:  Nat Commun       Date:  2022-08-12       Impact factor: 17.694

  9 in total

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