Regioselective Alkenylation of Five-Membered Heteroarenes via a Dual 1,3-Sulfur Rearrangement.

Li, Jia; Mao, Mingming; Dong, Kang; Li, Rui-Peng; Chen, Xi; Tang, Shouchu

Li, Jia; Mao, Mingming; Dong, Kang; Li, Rui-Peng; Chen, Xi; Tang, Shouchu.

Afiliación

Li J; School of Pharmacy, and State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China.
Mao M; School of Pharmacy, and State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China.
Dong K; School of Pharmacy, and State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China.
Li RP; School of Pharmacy, and State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China.
Chen X; School of Pharmacy, and State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China.
Tang S; School of Pharmacy, and State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China.

Org Lett ; 25(26): 4782-4786, 2023 Jul 07.

Article en En | MEDLINE | ID: mdl-37358213

ABSTRACT

ABSTRACT

Herein, we report a protocol for the stereoselective C-H alkenylation of five-membered heteroarenes including pyrroles (containing free NH pyrrole), thiophenes, and furans with 1,3-dithiane derivatives through dual 1,3-sulfur rearrangements. The site-selective and regioselective alkenylation of the five-membered heteroarenes proceeded in good yields via vinyl thionium ions to produce C2 or C5 Heck-type products, respectively.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2023 Tipo del documento: Article País de afiliación: China

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