Studies Towards The Synthesis of 2,5-Disubstituted-3-Flurothiophenes Using a Tandem Directed Ortho Metallation/Nickel Catalyzed Cross-Coupling Approach
Author(s)
Abstract

2,5-Disubstituted 3-fluorothiophene derivatives are of interest as building blocks in liquid crystal materials synthesis. This poster details the development of 2-thienyl carbamates and related compounds as flexible building blocks for the construction of 2,5-disubstituted 3-fluorothiophenes. Our approach involves oxidation of 5-substituted 2-thienyl trifluoroborates to the corresponding thienones followed by O-trapping of the corresponding enolate as the 2-thienyl carbamate. Studies aimed at the elaboration of to 2,5-disubstituted 3-fluorothiophenes using a sequential directed ortho-metalation/fluorination/Ni-catalyzed cross-coupling approach will be presented.
Format
Conference Proceeding
Publication Date
2016-03-15
Contributor(s)
Faculty Mentor
Dr. Paul Sampson
Dr. Alexander Seed
Subject
Modified Abstract

2,5-Disubstituted 3-fluorothiophene derivatives are of interest as building blocks in liquid crystal materials synthesis. This poster details the development of 2-thienyl carbamates and related compounds as flexible building blocks for the construction of 2,5-disubstituted 3-fluorothiophenes. Our approach involves oxidation of 5-substituted 2-thienyl trifluoroborates to the corresponding thienones followed by O-trapping of the corresponding enolate as the 2-thienyl carbamate. Studies aimed at the elaboration of to 2,5-disubstituted 3-fluorothiophenes using a sequential directed ortho-metalation/fluorination/Ni-catalyzed cross-coupling approach will be presented.
Comments

Poster
Permalink https://oaks.kent.edu/ugresearch/2016/2016all/13
Onuska, N., Sampson, P., & Seed, A. (2016). Studies Towards The Synthesis of 2,5-Disubstituted-3-Flurothiophenes Using a Tandem Directed Ortho Metallation/Nickel Catalyzed Cross-Coupling Approach (1–). https://oaks.kent.edu/node/5282
Onuska, Nicholas, Paul Sampson, and Alexander Seed. 2016. “Studies Towards The Synthesis of 2,5-Disubstituted-3-Flurothiophenes Using a Tandem Directed Ortho Metallation Nickel Catalyzed Cross-Coupling Approach”. https://oaks.kent.edu/node/5282.
Onuska, Nicholas, et al. Studies Towards The Synthesis of 2,5-Disubstituted-3-Flurothiophenes Using a Tandem Directed Ortho Metallation Nickel Catalyzed Cross-Coupling Approach. 15 Mar. 2016, https://oaks.kent.edu/node/5282.