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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Halogen-Lithium Exchange of Sensitive (Hetero)aromatic Halides under Barbier Conditions in a Continuous Flow Set-Up

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Author(s):
Weidmann, Niels [1] ; Nishimura, Rodolfo H. V. [2] ; Harenberg, Johannes H. [1] ; Knochel, Paul [1]
Total Authors: 4
Affiliation:
[1] Ludwig Maximilians Univ Munchen, Dept Chem, Butenandtstr 5-13, D-81377 Munich - Germany
[2] Univ Fed Vale Sao Francisco, Colegiado Ciencias Farmaceut, Ave Jose de Sa Manicoba, BR-56304205 Petrolina, Petrolina - Brazil
Total Affiliations: 2
Document type: Journal article
Source: SYNTHESIS-STUTTGART; v. 53, n. 03 SEP 2020.
Web of Science Citations: 0
Abstract

A halogen-lithium exchange reaction of (hetero)aromatic halides performed in the presence of various electrophiles such as aldehydes, ketones, Weinreb amides, and imines using BuLi as exchange reagent and a commercially available flow set-up is reported. The organolithiums generated in situ were instantaneously trapped with various electrophiles (Barbier conditions) resulting in the formation of polyfunctional (hetero)arenes. This method enables the functionalization of (hetero)arenes containing highly sensitive functional groups such as esters-, which are not tolerated in batch conditions. (AU)

FAPESP's process: 18/08856-5 - Metalations under flow conditions.
Grantee:Rodolfo Hideki Vicente Nishimura
Support Opportunities: Scholarships abroad - Research Internship - Doctorate