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Synthesis of [3.4]‐Spirooxindoles through Cascade Carbopalladation of Skipped Dienes
Author(s) -
Azizollahi Hamid,
PérezGómez Marta,
Mehta Vaibhav P.,
GarcíaLópez JoséAntonio
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202000111
Subject(s) - chemistry , cascade , ring (chemistry) , cascade reaction , double bond , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , chromatography
A synthetic route to [3.4]‐spirooxindoles based on cascade carbopalladation reactions of 1,4‐dienes is described. While carbopalladation of alkenes have been used to access mainly [4.4]‐ or [4.5]‐spirocycles, 4‐ exo ‐ trig carbopalladation has not been yet applied to the synthesis of relevant [3.4]‐spirooxindole scaffolds bearing a cyclobutyl ring. In addition, the cascade reaction generates an exocyclic double bond that can serve as a platform to further diversify the substitution pattern of the spirooxindole nuclei.