Literature DB >> 30047974

Rhodium(iii)-catalyzed C-H allylation of indoles with allyl alcohols via β-hydroxide elimination.

Xiaowei Wu1, Haitao Ji.   

Abstract

An efficient Rh(iii)-catalyzed dehydrative C-H allylation of indoles with allyl alcohols via β-hydroxide elimination under oxidant-free conditions has been developed. This method features very mild reaction conditions, excellent regioselectivity and stereoselectivity, and compatibility with various functional groups. In addition, the directing group can be removed under mild reaction conditions, which further underscores the synthetic utility of this method.

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Year:  2018        PMID: 30047974      PMCID: PMC6135611          DOI: 10.1039/c8ob01394b

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  35 in total

1.  On the interpretation of deuterium kinetic isotope effects in C-H bond functionalizations by transition-metal complexes.

Authors:  Eric M Simmons; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-05       Impact factor: 15.336

2.  Mild Rh(III)-catalyzed C7-allylation of indolines with allylic carbonates.

Authors:  Jihye Park; Neeraj Kumar Mishra; Satyasheel Sharma; Sangil Han; Youngmi Shin; Taejoo Jeong; Joa Sub Oh; Jong Hwan Kwak; Young Hoon Jung; In Su Kim
Journal:  J Org Chem       Date:  2015-01-20       Impact factor: 4.354

3.  Manganese(I)-Catalyzed Dispersion-Enabled C-H/C-C Activation.

Authors:  Tjark H Meyer; Weiping Liu; Milica Feldt; Axel Wuttke; Ricardo A Mata; Lutz Ackermann
Journal:  Chemistry       Date:  2017-04-03       Impact factor: 5.236

4.  Weakly Coordinating, Ketone-Directed Cp*Co(III)-Catalyzed C-H Allylation on Arenes and Indoles.

Authors:  Md Raja Sk; Sourav Sekhar Bera; Modhu Sudan Maji
Journal:  Org Lett       Date:  2017-12-19       Impact factor: 6.005

5.  Rhodium(III)-Catalyzed Regio- and Stereoselective C-H Allylation of Arenes with Vinyl Benzoxazinanones.

Authors:  Zisong Qi; Lingheng Kong; Xingwei Li
Journal:  Org Lett       Date:  2016-08-24       Impact factor: 6.005

6.  Temperature-controlled redox-neutral ruthenium(ii)-catalyzed regioselective allylation of benzamides with allylic acetates.

Authors:  Rajendran Manikandan; Masilamani Jeganmohan
Journal:  Org Biomol Chem       Date:  2016-08-10       Impact factor: 3.876

7.  Oxidant-free Rh(III)-catalyzed direct C-H olefination of arenes with allyl acetates.

Authors:  Chao Feng; Daming Feng; Teck-Peng Loh
Journal:  Org Lett       Date:  2013-07-01       Impact factor: 6.005

8.  Direct allylation of aromatic and α,β-unsaturated carboxamides under ruthenium catalysis.

Authors:  Mirim Kim; Satyasheel Sharma; Neeraj Kumar Mishra; Sangil Han; Jihye Park; Minyoung Kim; Youngmi Shin; Jong Hwan Kwak; Sang Hoon Han; In Su Kim
Journal:  Chem Commun (Camb)       Date:  2014-10-07       Impact factor: 6.222

9.  Rhodium-Catalyzed C-H Alkylation of Indolines with Allylic Alcohols: Direct Access to β-Aryl Carbonyl Compounds.

Authors:  Sang Hoon Han; Miji Choi; Taejoo Jeong; Satyasheel Sharma; Neeraj Kumar Mishra; Jihye Park; Joa Sub Oh; Woo Jung Kim; Jong Suk Lee; In Su Kim
Journal:  J Org Chem       Date:  2015-10-09       Impact factor: 4.354

10.  Manganese-catalyzed allylation via sequential C-H and C-C/C-Het bond activation.

Authors:  Qingquan Lu; Felix J R Klauck; Frank Glorius
Journal:  Chem Sci       Date:  2017-02-24       Impact factor: 9.825

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  1 in total

1.  Iridium-Catalyzed Enantioselective Intermolecular Indole C2-Allylation.

Authors:  James A Rossi-Ashton; Aimee K Clarke; James R Donald; Chao Zheng; Richard J K Taylor; William P Unsworth; Shu-Li You
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-11       Impact factor: 15.336

  1 in total

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