Matches in SemOpenAlex for { <https://semopenalex.org/work/W2149063417> ?p ?o ?g. }
- W2149063417 endingPage "296" @default.
- W2149063417 startingPage "292" @default.
- W2149063417 abstract "Abstract The conversion of simple, easily available urea‐substituted 3‐phenylpropargyl alcohols catalyzed by a simple IPr–gold(I) catalyst in a gold(I)‐catalyzed cascade reaction composing of a gold‐catalyzed nucleophilic addition and a subsequent gold‐catalyzed substitution reaction delivers 1 H ‐imidazo[1, 5−a]indol‐3(2 H )‐ones. Other gold(I) catalysts or silver catalysts gave lower yields and often gave other side products. Gold(III) and copper(II) catalysts decomposed the starting material. Twelve examples, including donor and acceptor substituents on the distal nitrogen of the urea substructure, are provided. An X‐ray crystal structure analysis confirmed the structural assignment. The mechanistic investigation including isolation and further conversion of intermediates and reactions with enantiopure starting materials indicated that after the nucleophilic‐addition step, the substrate undergoes an S N 1‐type benzylic substitution reaction at the indolyl alcohol intermediate or an intramolecular hydroamination reaction of the 2‐vinylindole intermediate." @default.
- W2149063417 created "2016-06-24" @default.
- W2149063417 creator A5021448436 @default.
- W2149063417 creator A5028472046 @default.
- W2149063417 creator A5034235746 @default.
- W2149063417 creator A5034392272 @default.
- W2149063417 creator A5064274595 @default.
- W2149063417 creator A5084670164 @default.
- W2149063417 creator A5090034869 @default.
- W2149063417 date "2013-12-20" @default.
- W2149063417 modified "2023-10-18" @default.
- W2149063417 title "Synthesis of Polycyclic Indole Skeletons by a Gold(I)-Catalyzed Cascade Reaction" @default.
- W2149063417 cites W1969331646 @default.
- W2149063417 cites W1982996958 @default.
- W2149063417 cites W1991345198 @default.
- W2149063417 cites W1992984337 @default.
- W2149063417 cites W2006129655 @default.
- W2149063417 cites W2010741465 @default.
- W2149063417 cites W2025430397 @default.
- W2149063417 cites W2025696593 @default.
- W2149063417 cites W2031194110 @default.
- W2149063417 cites W2049432918 @default.
- W2149063417 cites W2059093614 @default.
- W2149063417 cites W2069490523 @default.
- W2149063417 cites W2076067462 @default.
- W2149063417 cites W2078965481 @default.
- W2149063417 cites W2097214607 @default.
- W2149063417 cites W2103428139 @default.
- W2149063417 cites W2109332078 @default.
- W2149063417 cites W2113332085 @default.
- W2149063417 cites W2118736451 @default.
- W2149063417 cites W2125644866 @default.
- W2149063417 cites W2126962689 @default.
- W2149063417 cites W2139032947 @default.
- W2149063417 cites W2149212101 @default.
- W2149063417 cites W2155561389 @default.
- W2149063417 cites W2156261594 @default.
- W2149063417 cites W2167864053 @default.
- W2149063417 cites W2315927219 @default.
- W2149063417 cites W2329395735 @default.
- W2149063417 cites W2951680797 @default.
- W2149063417 cites W2952329974 @default.
- W2149063417 cites W2952417802 @default.
- W2149063417 cites W4233798422 @default.
- W2149063417 cites W4238276390 @default.
- W2149063417 cites W4246307545 @default.
- W2149063417 doi "https://doi.org/10.1002/chem.201303539" @default.
- W2149063417 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/24375591" @default.
- W2149063417 hasPublicationYear "2013" @default.
- W2149063417 type Work @default.
- W2149063417 sameAs 2149063417 @default.
- W2149063417 citedByCount "40" @default.
- W2149063417 countsByYear W21490634172014 @default.
- W2149063417 countsByYear W21490634172015 @default.
- W2149063417 countsByYear W21490634172016 @default.
- W2149063417 countsByYear W21490634172017 @default.
- W2149063417 countsByYear W21490634172018 @default.
- W2149063417 countsByYear W21490634172019 @default.
- W2149063417 countsByYear W21490634172020 @default.
- W2149063417 countsByYear W21490634172021 @default.
- W2149063417 countsByYear W21490634172022 @default.
- W2149063417 crossrefType "journal-article" @default.
- W2149063417 hasAuthorship W2149063417A5021448436 @default.
- W2149063417 hasAuthorship W2149063417A5028472046 @default.
- W2149063417 hasAuthorship W2149063417A5034235746 @default.
- W2149063417 hasAuthorship W2149063417A5034392272 @default.
- W2149063417 hasAuthorship W2149063417A5064274595 @default.
- W2149063417 hasAuthorship W2149063417A5084670164 @default.
- W2149063417 hasAuthorship W2149063417A5090034869 @default.
- W2149063417 hasConcept C135731615 @default.
- W2149063417 hasConcept C146686406 @default.
- W2149063417 hasConcept C161790260 @default.
- W2149063417 hasConcept C178790620 @default.
- W2149063417 hasConcept C178907741 @default.
- W2149063417 hasConcept C185592680 @default.
- W2149063417 hasConcept C192527728 @default.
- W2149063417 hasConcept C20774148 @default.
- W2149063417 hasConcept C21951064 @default.
- W2149063417 hasConcept C58548122 @default.
- W2149063417 hasConcept C75079739 @default.
- W2149063417 hasConcept C7596914 @default.
- W2149063417 hasConcept C93237805 @default.
- W2149063417 hasConceptScore W2149063417C135731615 @default.
- W2149063417 hasConceptScore W2149063417C146686406 @default.
- W2149063417 hasConceptScore W2149063417C161790260 @default.
- W2149063417 hasConceptScore W2149063417C178790620 @default.
- W2149063417 hasConceptScore W2149063417C178907741 @default.
- W2149063417 hasConceptScore W2149063417C185592680 @default.
- W2149063417 hasConceptScore W2149063417C192527728 @default.
- W2149063417 hasConceptScore W2149063417C20774148 @default.
- W2149063417 hasConceptScore W2149063417C21951064 @default.
- W2149063417 hasConceptScore W2149063417C58548122 @default.
- W2149063417 hasConceptScore W2149063417C75079739 @default.
- W2149063417 hasConceptScore W2149063417C7596914 @default.
- W2149063417 hasConceptScore W2149063417C93237805 @default.
- W2149063417 hasIssue "1" @default.
- W2149063417 hasLocation W21490634171 @default.
- W2149063417 hasLocation W21490634172 @default.