Literature DB >> 27978697

Diastereospecific and Enantioselective Access to Dispirooxindoles from Furfurylcyclobutanols by Means of a Pd-Catalyzed Arylative Dearomatization/Ring Expansion Cascade.

Jianchao Liu1, Hui Peng1, Lin Lu1, Xiaobing Xu1, Huanfeng Jiang1, Biaolin Yin1.   

Abstract

We report a Pd-catalyzed arylative dearomatization/ring expansion cascade of furfurylcyclobutanols that involves a spiro π-allyl palladium intermediate and affords structurally novel dispirooxindoles containing two quaternary carbon centers in good yields with high step economy, diastereospecificity, and enantioselectivity.

Entities:  

Year:  2016        PMID： 27978697     DOI： 10.1021/acs.orglett.6b03339

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


  6 in total

1.  Synthesis of functionalized dispiro[indoline-3,1[Formula: see text]-cyclopentane-3[Formula: see text],3[Formula: see text]-indolines] via cyclodimerization of 3-phenacylideneoxindolines with benzoylhydrazides and arylhydrazines.

Authors:  Ren-Yin Yang; Jing Sun; Gong Jin; Chao-Guo Yan
Journal:  Mol Divers       Date:  2017-10-20       Impact factor: 2.943

2.  Quadruple C-H activation coupled to hydrofunctionalization and C-H silylation/borylation enabled by weakly coordinated palladium catalyst.

Authors:  Bo-Cheng Tang; Wen-Xuan Lin; Xiang-Long Chen; Cai He; Jin-Tian Ma; Yan-Dong Wu; Yu Lan; An-Xin Wu
Journal:  Nat Commun       Date:  2020-11-09       Impact factor: 14.919

3.  Absence of Intermediates in the BINOL-Derived Mg(II)/Phosphate-Catalyzed Desymmetrizative Ring Expansion of 1-Vinylcyclobutanols.

Authors:  Estefania Capel; Marta Rodríguez-Rodríguez; Uxue Uria; Manuel Pedron; Tomas Tejero; Jose L Vicario; Pedro Merino
Journal:  J Org Chem       Date:  2021-12-20       Impact factor: 4.354

4.  Synthesis of six-membered spirooxindoles via a chiral Brønsted acid-catalyzed asymmetric intramolecular Friedel-Crafts reaction.

Authors:  Hui-Xuan Chen; Yaqi Zhang; Yuyang Zhang; Xuefeng He; Zhen-Wei Zhang; Hao Liang; Wenhuan He; Xiaoding Jiang; Xiangmeng Chen; Liqin Qiu
Journal:  RSC Adv       Date:  2018-11-01       Impact factor: 4.036

5.  Access to N-unprotected 2-amide-substituted indoles from Ugi adducts via palladium-catalyzed intramolecular cyclization of o-iodoanilines bearing furan rings.

Authors:  Hui Peng; Kai Jiang; Guangjin Zhen; Furong Wang; Biaolin Yin
Journal:  RSC Adv       Date:  2020-03-23       Impact factor: 3.361

6.  Synthesis of tetracyclic indolin-3-ones through Pd-catalyzed intramolecular deacetylative dearomatization of 3-acetoxy-indoles.

Authors:  Ren-Xiao Liang; Ke Wang; Ling-Jie Song; Wei-Jian Sheng; Yi-Xia Jia
Journal:  RSC Adv       Date:  2019-05-07       Impact factor: 3.361
  6 in total

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