So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Javorskis, Tomas; Karpaviciene, Ieva; Jurys, Arminas; Snarskis, Gustautas; Buksnaitiene, Rita; Orentas, Edvinas researched the compound: 1-Bromo-2-pentyne( cas:16400-32-1 ).SDS of cas: 16400-32-1.They published the article 《An Enolate-Structure-Enabled Anionic Cascade Cyclization Reaction: Easy Access to Complex Scaffolds with Contiguous Six-, Five-, and Four-Membered Rings》 about this compound( cas:16400-32-1 ) in Angewandte Chemie, International Edition. Keywords: propargylic ether keto aryl base cyclization; cyclobutane hydroxy preparation; allenes; cyclobutane; domino reactions; enolates; rearrangements. We’ll tell you more about this compound (cas:16400-32-1).
Catalyst-free addition of ketone enolate to non-activated multiple C-C bonds involves non-complementary reaction partners and typically requires super-basic conditions. On the other hand, highly aggregated or solvated enolates are not reactive enough to undergo direct addition to alkenes or alkynes. Herein, we report a new anionic cascade reaction for one-step assembly of intriguing mol. scaffolds possessing contiguous six-, five-, and four-membered rings, representing a formal [2+2] enol-allene cycloaddition Reaction proceeds under very mild conditions and with excellent diastereoselectivity. Deeper mechanistic and computational studies revealed unusually slow proton transfer phenomenon in cyclic ketone intermediate and explained peculiar stereochem. outcome.
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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics