2015
DOI: 10.3998/ark.5550190.p009.322
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Intramolecular Baylis-Hillman reaction: synthesis of heterocyclic molecules

Abstract: The Baylis-Hillman (BH) [also known as the Morita-Baylis-Hillman (MBH)] reaction is a versatile atom-economic C-C bond forming reaction between the α-position of activated alkenes and electrophiles under the influence of a catalyst and provides interesting classes of densely functionalized molecules. Its intramolecular version is yet another fascinating reaction by itself, producing various carbocylic and heterocyclic compounds of synthetic and medicinal relevance. Applications of the intramolecular Baylis-Hil… Show more

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Cited by 8 publications
(12 citation statements)
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“…Similarly, the reaction involving imines is known as the aza-Baylis–Hillman reaction. Phosphine-catalyzed MBH reactions, aza-Morita–Baylis–Hillman reactions, their enantioselective variants, and their applications have been summarized in a vast range of accounts and reviews, especially some recent reviews, and, therefore, will not be further discussed herein.…”
Section: Nucleophilic Phosphine Catalysis Of Alkenesmentioning
confidence: 99%
“…Similarly, the reaction involving imines is known as the aza-Baylis–Hillman reaction. Phosphine-catalyzed MBH reactions, aza-Morita–Baylis–Hillman reactions, their enantioselective variants, and their applications have been summarized in a vast range of accounts and reviews, especially some recent reviews, and, therefore, will not be further discussed herein.…”
Section: Nucleophilic Phosphine Catalysis Of Alkenesmentioning
confidence: 99%
“…From another perspective, the Morita–Baylis–Hillman (MBH) reaction is an elegant methodology for the synthesis of multifunctional molecules that serve as valuable substrates in the synthesis of complex molecules including natural products. Its vinylogous version, the Rauhut–Currier (RC) reaction, though limited in substrate scope, also made considerable impact due to its simplicity and applicability in synthesis . The MBH and RC reactions of nitroalkenes have delivered a diverse array of molecules in recent years for applications as synthetic intermediates and biological agents .…”
mentioning
confidence: 99%
“…Nitroalkenes also found a variety of applications in organic synthesis due to their multiple reactive sites and reactivity pattern [19] . Nitroalkenes and their derivatives react in various ways such as Michael addition, cyclizations, denitrative couplings, Morita‐Baylis‐Hillman and Rauhut‐Currier reactions, etc [20–33] . The diverse reactivity, easy availability, and bench‐stable solid property make nitroalkene a unique motif in organic synthesis.…”
Section: Introductionmentioning
confidence: 99%
“…[19] Nitroalkenes and their derivatives react in various ways such as Michael addition, cyclizations, denitrative couplings, Morita-Baylis-Hillman and Rauhut-Currier reactions, etc. [20][21][22][23][24][25][26][27][28][29][30][31][32][33] The diverse reactivity, easy availability, and bench-stable solid property make nitroalkene a unique motif in organic synthesis.…”
Section: Introductionmentioning
confidence: 99%