Extracurricular laboratory: Synthetic route of 6797-13-3

《Regio- and Diastereoselective Decarboxylative Coupling of Heteroaromatic Alkanes》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(2-Ethylbenzo[d]oxazole)Product Details of 6797-13-3.

Product Details of 6797-13-3. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Ethylbenzo[d]oxazole, is researched, Molecular C9H9NO, CAS is 6797-13-3, about Regio- and Diastereoselective Decarboxylative Coupling of Heteroaromatic Alkanes. Author is Waetzig, Shelli R.; Tunge, Jon A..

Heteroaryl-substituted O-allylic esters R1R2R3CCO2CH2CH:CR4R5 [R1 = 2-pyridyl, 4,5-diphenyl-2-oxazolyl, 2-benzoxazolyl, 2-benzothiazolyl, 1-methyl-2-benzimidazolyl; R2 = H, R3 = Me, PhCH2; R2 = R3 = PhCH2; R2R3 = (CH2)5; R4 = H, R5 = Me, Ph; R4 = R5 = Me] undergo facile palladium-catalyzed decarboxylative coupling to afford heteroaryl-substituted terminal alkenes R1R2R3CCR4R5CH:CH2. The resulting C-C bond is formed with high diastereoselectivity and high regioselectivity for coupling at the more substituted allyl terminus. It is proposed that this unusual combination of selectivities results from a tandem allylation/aza-Cope rearrangement sequence. After allylation, decarboxylative dearomatization produces an intermediate for the aza-Cope rearrangement. The subsequent aza-Cope rearrangement occurs under mild conditions because it is driven by rearomatization.

《Regio- and Diastereoselective Decarboxylative Coupling of Heteroaromatic Alkanes》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(2-Ethylbenzo[d]oxazole)Product Details of 6797-13-3.

Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem