Literature DB >> 28585948

Radical cascade cyclization of 1,n-enynes and diynes for the synthesis of carbocycles and heterocycles.

Jun Xuan1, Armido Studer.   

Abstract

Carbo- and heterocycles are widely found in natural products, biologically active structures, medicinally relevant compounds, and in many other fine chemicals. The development of novel, general and efficient methods for their construction has therefore gained great interest in synthetic organic chemistry. Recently, radical chemistry has become a heavily investigated research field (a renaissance!). Along these lines, radical cascade cyclization of 1,n-enynes and diynes has emerged as a powerful strategy for the preparation of carbo- and heterocycles. In this review, we highlight recent advances in this rapidly growing area also focusing on reaction mechanisms.

Entities:  

Year:  2017        PMID: 28585948     DOI: 10.1039/c6cs00912c

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  9 in total

1.  Metal- and base-free tandem sulfonylation/cyclization of 1,5-dienes with aryldiazonium salts via the insertion of sulfur dioxide.

Authors:  Xiaohong Wang; Fengzhi You; Baojian Xiong; Lei Chen; Xuemei Zhang; Zhong Lian
Journal:  RSC Adv       Date:  2022-06-06       Impact factor: 4.036

2.  Highly enantioselective copper-catalyzed propargylic amination to access N-tethered 1,6-enynes.

Authors:  Si-Jia Li; Jian Huang; Jin-Yu He; Rui-Jin Zhang; Hao-Dong Qian; Xue-Lin Dai; Han-Han Kong; Hao Xu
Journal:  RSC Adv       Date:  2020-10-20       Impact factor: 4.036

3.  Metal-free synthesis of 1,N 6-ethenoadenines from N 6-propargyl-adenines via NIS mediated radical cascade reaction.

Authors:  Ruchun Yang; Si Deng; Xiang-You Dong; Xianrong Song; Hu Cai; Jiang Bai; Qiang Xiao
Journal:  RSC Adv       Date:  2019-11-26       Impact factor: 3.361

4.  Perfluoroalkylative pyridylation of alkenes via 4-cyanopyridine-boryl radicals.

Authors:  Jia Cao; Guoqiang Wang; Liuzhou Gao; Hui Chen; Xueting Liu; Xu Cheng; Shuhua Li
Journal:  Chem Sci       Date:  2019-01-16       Impact factor: 9.825

Review 5.  Difunctionalization of Alkenes and Alkynes via Intermolecular Radical and Nucleophilic Additions.

Authors:  Hongjun Yao; Wenfei Hu; Wei Zhang
Journal:  Molecules       Date:  2020-12-28       Impact factor: 4.411

6.  Stereoselective intermolecular radical cascade reactions of tryptophans or ɤ-alkenyl-α-amino acids with acrylamides via photoredox catalysis.

Authors:  Jiang-Tao Li; Jian-Nan Luo; Jia-Le Wang; De-Ku Wang; Yi-Zhe Yu; Chun-Xiang Zhuo
Journal:  Nat Commun       Date:  2022-04-01       Impact factor: 17.694

7.  Controlling Enantioselectivity and Diastereoselectivity in Radical Cascade Cyclization for Construction of Bicyclic Structures.

Authors:  Congzhe Zhang; Duo-Sheng Wang; Wan-Chen Cindy Lee; Alexander M McKillop; X Peter Zhang
Journal:  J Am Chem Soc       Date:  2021-07-14       Impact factor: 16.383

8.  Assembly of 1H-isoindole derivatives by selective carbon-nitrogen triple bond activation: access to aggregation-induced emission fluorophores for lipid droplet imaging.

Authors:  Dandan He; Zeyan Zhuang; Xu Wang; Jiawei Li; Jianxiao Li; Wanqing Wu; Zujin Zhao; Huanfeng Jiang; Ben Zhong Tang
Journal:  Chem Sci       Date:  2019-06-12       Impact factor: 9.825

9.  Stereoselective hydrogen atom transfer to acyclic radicals: a switch enabling diastereodivergent borylative radical cascades.

Authors:  Tian Ye; Feng-Lian Zhang; Hui-Min Xia; Xi Zhou; Zhi-Xiang Yu; Yi-Feng Wang
Journal:  Nat Commun       Date:  2022-01-20       Impact factor: 17.694

  9 in total

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