Boron-Catalyzed Formylation of Indoles Using Trimethyl Orthoformate as Carbonyl Source DOI Creative Commons

Kiratipong Charoensawas,

Jirapat Yimyaem,

Uthaiwan Sirion

и другие.

ACS Omega, Год журнала: 2025, Номер 10(20), С. 20497 - 20508

Опубликована: Май 14, 2025

This study presents a practical, efficient, and scalable approach for the C-H formylation of indoles their derivatives using alkyl orthoesters as formylating agents. Boron trifluoride diethyl etherate (BF3·OEt2) was found to be an effective stoichiometric catalyst, with trimethyl orthoformate (TMOF) acting reliable formyl source. method enables rapid efficient synthesis wide range C-formylindoles, including C3, C2, C6, C7 derivatives, well electron-rich aromatic carbaldehydes. Key advantages protocol include its operational simplicity, use inexpensive readily available reagents, neat conditions, ambient reaction temperatures, short times (typically 1-5 min), broad substrate tolerance, scalability. These features make highly versatile suitable diverse synthetic applications.

Язык: Английский

An update on the advances in chromone and the derivatives synthesis based on the key chromone annulation of o-hydroxyaryl enaminones DOI
Liu‐Liang Mao, Yunyun Liu, Jie‐Ping Wan

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер unknown, С. 110784 - 110784

Опубликована: Дек. 1, 2024

Язык: Английский

Процитировано

5
Boron-Catalyzed Formylation of Indoles Using Trimethyl Orthoformate as Carbonyl Source DOI Creative Commons

Kiratipong Charoensawas,

Jirapat Yimyaem,

Uthaiwan Sirion

и другие.

ACS Omega, Год журнала: 2025, Номер 10(20), С. 20497 - 20508

Опубликована: Май 14, 2025

This study presents a practical, efficient, and scalable approach for the C-H formylation of indoles their derivatives using alkyl orthoesters as formylating agents. Boron trifluoride diethyl etherate (BF3·OEt2) was found to be an effective stoichiometric catalyst, with trimethyl orthoformate (TMOF) acting reliable formyl source. method enables rapid efficient synthesis wide range C-formylindoles, including C3, C2, C6, C7 derivatives, well electron-rich aromatic carbaldehydes. Key advantages protocol include its operational simplicity, use inexpensive readily available reagents, neat conditions, ambient reaction temperatures, short times (typically 1-5 min), broad substrate tolerance, scalability. These features make highly versatile suitable diverse synthetic applications.

Язык: Английский

Процитировано

0