Literature DB >> 31083939

Palladium-Catalyzed Regioselective C-H Iodination of Unactivated Alkenes.

Benedikt S Schreib1, Erick M Carreira1.   

Abstract

A palladium-catalyzed C-H iodination of unactivated alkenes is reported. A picolinamide directing group enables the regioselective functionalization of a wide array of olefins to furnish iodination products as single stereoisomers. Mechanistic investigations suggest the reversible formation of a six-membered alkenyl palladacycle intermediate through a turnover-limiting C-H activation.

Entities:  

Year:  2019        PMID： 31083939     DOI： 10.1021/jacs.9b03998

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


  7 in total

1.  Modular synthesis of non-conjugated N-(quinolin-8-yl) alkenyl amides via cross-metathesis.

Authors:  Hui-Qi Ni; Zi-Qi Li; Van T Tran; Keary M Engle
Journal:  Tetrahedron       Date:  2021-06-12       Impact factor: 2.388

2.  Palladium/norbornene-catalyzed distal alkenyl C-H arylation and alkylation of cis-olefins.

Authors:  Zhao Wu; Nina Fatuzzo; Guangbin Dong
Journal:  Tetrahedron       Date:  2021-05-11       Impact factor: 2.388

3.  Divergent regioselective Heck-type reaction of unactivated alkenes and N-fluoro-sulfonamides.

Authors:  Chunyang Zhao; Yang Li; Yujiao Dong; Miao Li; Dan Xia; Shuangqiu Gao; Qian Zhang; Qun Liu; Wei Guan; Junkai Fu
Journal:  Nat Commun       Date:  2022-10-22       Impact factor: 17.694

4.  Geminal group-directed olefinic C-H functionalization via four- to eight-membered exo-metallocycles.

Authors:  Keke Meng; Tingyan Li; Chunbing Yu; Cong Shen; Jian Zhang; Guofu Zhong
Journal:  Nat Commun       Date:  2019-11-08       Impact factor: 14.919

5.  PdII -Catalyzed C(alkenyl)-H Activation Facilitated by a Transient Directing Group.

Authors:  Mingyu Liu; Juntao Sun; Tuğçe G Erbay; Hui-Qi Ni; Raúl Martín-Montero; Peng Liu; Keary M Engle
Journal:  Angew Chem Int Ed Engl       Date:  2022-05-26       Impact factor: 16.823

6.  Picolinamides and Iodoalkynes Enable Palladium-Catalyzed syn-Aminoalkynylation of Di- and Trisubstituted Alkenes to Give Pyrrolidines.

Authors:  Nicolas Müller; Benedikt S Schreib; Sebastian U Leutenegger; Erick M Carreira
Journal:  Angew Chem Int Ed Engl       Date:  2022-05-16       Impact factor: 16.823

7.  Regio- and Stereoselective Thianthrenation of Olefins To Access Versatile Alkenyl Electrophiles.

Authors:  Junting Chen; Jiakun Li; Matthew B Plutschack; Florian Berger; Tobias Ritter
Journal:  Angew Chem Int Ed Engl       Date:  2020-02-03       Impact factor: 15.336
  7 in total

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