Literature DB >> 21887827

Synthesis of phenanthridinones from N-methoxybenzamides and arenes by multiple palladium-catalyzed C-H activation steps at room temperature.

Jaganathan Karthikeyan1, Chien-Hong Cheng.   

Abstract

Many steps make light work: substituted phenanthridinones can be obtained with high regioselectivity and in very good yields by palladium-catalyzed cyclization reactions of N-methoxybenzamides with arenes. The reaction proceeds through multiple oxidative C-H activation and C-C/C-N formation steps in one pot at room temperature, and thus provides a simple method for generating bioactive phenanthridinones.
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2011        PMID: 21887827     DOI: 10.1002/anie.201104311

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  10 in total

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Authors:  Ru-Yi Zhu; Marcus E Farmer; Yan-Qiao Chen; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2016-08-01       Impact factor: 15.336

2.  Ligand-enabled β-C-H arylation of α-amino acids using a simple and practical auxiliary.

Authors:  Gang Chen; Toshihiko Shigenari; Pankaj Jain; Zhipeng Zhang; Zhong Jin; Jian He; Suhua Li; Claudio Mapelli; Michael M Miller; Michael A Poss; Paul M Scola; Kap-Sun Yeung; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2015-03-03       Impact factor: 15.419

Review 3.  Isolation and synthesis of cryptosanguinolentine (isocryptolepine), a naturally-occurring bioactive indoloquinoline alkaloid.

Authors:  Elida N Thobokholt; Enrique L Larghi; Andrea B J Bracca; Teodoro S Kaufman
Journal:  RSC Adv       Date:  2020-05-19       Impact factor: 4.036

4.  Palladium-catalyzed C-H functionalization using guanidine as a directing group: ortho arylation and olefination of arylguanidines.

Authors:  Jiaan Shao; Wenteng Chen; Marc A Giulianotti; Richard A Houghten; Yongping Yu
Journal:  Org Lett       Date:  2012-10-24       Impact factor: 6.005

5.  Pd(II)-catalyzed C-H functionalizations directed by distal weakly coordinating functional groups.

Authors:  Gang Li; Li Wan; Guofu Zhang; Dasheng Leow; Jillian Spangler; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2015-03-24       Impact factor: 15.419

6.  Ligand-enabled triple C-H activation reactions: one-pot synthesis of diverse 4-aryl-2-quinolinones from propionamides.

Authors:  Youqian Deng; Wei Gong; Jian He; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2014-05-14       Impact factor: 15.336

7.  Pd-catalyzed dehydrogenative annulation approach for the efficient synthesis of phenanthridinones.

Authors:  Xinyao Li; Jun Pan; Song Song; Ning Jiao
Journal:  Chem Sci       Date:  2016-04-26       Impact factor: 9.825

8.  Weak Base-Promoted Lactamization under Microwave Irradiation: Synthesis of Quinolin-2(1H)-ones and Phenanthridin-6(5H)-ones.

Authors:  Pham Duy Quang Dao; Ho-Jin Lim; Chan Sik Cho
Journal:  ACS Omega       Date:  2018-09-27

9.  Palladium(II)-catalyzed enantioselective C(sp³)-H activation using a chiral hydroxamic acid ligand.

Authors:  Kai-Jiong Xiao; David W Lin; Motofumi Miura; Ru-Yi Zhu; Wei Gong; Masayuki Wasa; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2014-05-19       Impact factor: 15.419

10.  Pd(ii)-catalyzed remote regiodivergent ortho- and meta-C-H functionalizations of phenylethylamines.

Authors:  Shangda Li; Huafang Ji; Lei Cai; Gang Li
Journal:  Chem Sci       Date:  2015-06-25       Impact factor: 9.825

  10 in total

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