Literature DB >> 20210308

Pd(II)-catalyzed synthesis of carbolines by iminoannulation of internal alkynes via direct C-H bond cleavage using dioxygen as oxidant.

Shengtao Ding1, Zhuangzhi Shi, Ning Jiao.   

Abstract

A palladium-catalyzed iminoannulation of internal alkynes via direct C-H bond cleavage was developed. Dioxygen was employed as a clean oxidant in this kind of catalysis. Carbolines were synthesized from tert-butylimines of N-substituted indole-2-carboxaldehydes or indole-3-carboxaldehydes.

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Year:  2010        PMID： 20210308     DOI： 10.1021/ol100272s

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  9 in total

1.  Ruthenium-catalyzed γ-carbolinium ion formation from aryl azides; synthesis of dimebolin.

Authors:  Huijun Dong; Regina T Latka; Tom G Driver
Journal:  Org Lett       Date:  2011-04-25       Impact factor: 6.005

2.  Rh(II)2-catalyzed synthesis of α-, β-, or δ-carbolines from aryl azides.

Authors:  Ashley L Pumphrey; Huijun Dong; Tom G Driver
Journal:  Angew Chem Int Ed Engl       Date:  2012-04-26       Impact factor: 15.336

3.  Alkenyl Isocyanide Conjugate Additions: A Rapid Route to γ-Carbolines.

Authors:  Sergiy V Chepyshev; J Armando Lujan-Montelongo; Allen Chao; Fraser F Fleming
Journal:  Angew Chem Int Ed Engl       Date:  2017-03-13       Impact factor: 15.336

Review 4.  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

5.  Cu-catalyzed mild and efficient oxidation of THβCs using air: application in practical total syntheses of perlolyrine and flazin.

Authors:  Bo Zheng; Tien Ha Trieu; Tian-Zhuo Meng; Xia Lu; Jing Dong; Qiang Zhang; Xiao-Xin Shi
Journal:  RSC Adv       Date:  2018-02-12       Impact factor: 4.036

Review 6.  Palladium catalyzed allylic C-H alkylation: a mechanistic perspective.

Authors:  Casper Junker Engelin; Peter Fristrup
Journal:  Molecules       Date:  2011-01-21       Impact factor: 4.411

7.  A Chemo- and Regioselective Tandem [3 + 2]Heteroannulation Strategy for Carbazole Synthesis: Combining Two Mechanistically Distinct Bond-Forming Processes.

Authors:  Emma Campbell; Andrea Taladriz-Sender; Olivia I Paisley; Alan R Kennedy; Jacob T Bush; Glenn A Burley
Journal:  J Org Chem       Date:  2022-03-18       Impact factor: 4.354

8.  Palladium(ii)-catalyzed synthesis of indenones through the cyclization of benzenecarbaldehydes with internal alkynes.

Authors:  Jajula Kashanna; Rathod Aravind Kumar; Ravada Kishore
Journal:  RSC Adv       Date:  2019-10-02       Impact factor: 4.036

9.  Morita-Baylis-Hillman reaction of 3-formyl-9H-pyrido[3,4-b]indoles and fluorescence studies of the products.

Authors:  Nisha Devi; Virender Singh
Journal:  Beilstein J Org Chem       Date:  2022-07-26       Impact factor: 2.544
  9 in total

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