Literature DB >> 21171651

Platinum(II)-catalyzed generation and [3+2] cycloaddition reaction of α,β-unsaturated carbene complex intermediates for the preparation of polycyclic compounds.

Kodai Saito1, Hideyuki Sogou, Takuya Suga, Hiroyuki Kusama, Nobuharu Iwasawa.   

Abstract

Pt(II)-catalyzed generation of unsaturated carbene complex intermediates from various propargyl ether derivatives based on electrophilic activation of alkynes was realized. These in situ generated unsaturated carbene complexes undergo [3+2] cycloaddition reaction with various vinyl ethers, leading to efficient formation of indoles, naphthols, and benzofuran fused with a five-membered ring in high yields.

Entities:  

Year:  2011        PMID: 21171651     DOI: 10.1021/ja108586d

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


  10 in total

1.  Platinum-catalyzed tandem indole annulation/arylation for the synthesis of diindolylmethanes and indolo[3,2-b]carbazoles.

Authors:  Dongxu Shu; Gabrielle N Winston-McPherson; Wangze Song; Weiping Tang
Journal:  Org Lett       Date:  2013-08-05       Impact factor: 6.005

2.  Platinum-Catalyzed α,β-Unsaturated Carbene Formation in the Formal Syntheses of Frondosin B and Liphagal.

Authors:  Khoi Q Huynh; Curtis A Seizert; Tarik J Ozumerzifon; Paul A Allegretti; Eric M Ferreira
Journal:  Org Lett       Date:  2016-12-20       Impact factor: 6.005

3.  Lewis Acid Mediated Vinylogous Additions of Enol Nucleophiles into an α,β-Unsaturated Platinum Carbene.

Authors:  Paul A Allegretti; Khoi Huynh; Tarik J Ozumerzifon; Eric M Ferreira
Journal:  Org Lett       Date:  2015-12-14       Impact factor: 6.005

4.  Copper-catalyzed tandem annulation/arylation for the synthesis of diindolylmethanes from propargylic alcohols.

Authors:  Hui Li; Xiaoxun Li; Hao-Yuan Wang; Gabrielle N Winston-McPherson; Hao-miao Julie Geng; Ilia A Guzei; Weiping Tang
Journal:  Chem Commun (Camb)       Date:  2014-10-21       Impact factor: 6.222

5.  Nazarov cyclization of 1,4-pentadien-3-ols: preparation of cyclopenta[b]indoles and spiro[indene-1,4'-quinoline]s.

Authors:  Zhiming Wang; Xingzhu Xu; Zhanshou Gu; Wei Feng; Houjun Qian; Zhengyi Li; Xiaoqiang Sun; Ohyun Kwon
Journal:  Chem Commun (Camb)       Date:  2016-02-14       Impact factor: 6.222

6.  Rhodium- and platinum-catalyzed [4+3] cycloaddition with concomitant indole annulation: synthesis of cyclohepta[b]indoles.

Authors:  Dongxu Shu; Wangze Song; Xiaoxun Li; Weiping Tang
Journal:  Angew Chem Int Ed Engl       Date:  2013-02-10       Impact factor: 15.336

7.  Rhodium-catalyzed tandem annulation and (5 + 1) cycloaddition: 3-hydroxy-1,4-enyne as the 5-carbon component.

Authors:  Xiaoxun Li; Wangze Song; Weiping Tang
Journal:  J Am Chem Soc       Date:  2013-10-31       Impact factor: 15.419

8.  Regioselectivity Influences in Platinum-Catalyzed Intramolecular Alkyne O-H and N-H Additions.

Authors:  Jeff P Costello; Eric M Ferreira
Journal:  Org Lett       Date:  2019-12-09       Impact factor: 6.072

Review 9.  All-carbon [3 + 2] cycloaddition in natural product synthesis.

Authors:  Zhuo Wang; Junyang Liu
Journal:  Beilstein J Org Chem       Date:  2020-12-09       Impact factor: 2.883

10.  Elucidating the mechanism and origins of selectivity on catalyst-dependent cyclization reactions to form polycyclic indolines from a theoretical study.

Authors:  Yan Zhang; Yongsheng Yang; Ying Xue
Journal:  RSC Adv       Date:  2021-06-09       Impact factor: 4.036

  10 in total

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