Recent Progress on Photocatalytic Synthesis of Ester Derivatives and Reaction Mechanisms

doi:10.1007/s41061-021-00355-5

Review

. 2021 Oct 19;379(6):42.

doi: 10.1007/s41061-021-00355-5.

Recent Progress on Photocatalytic Synthesis of Ester Derivatives and Reaction Mechanisms

Yiqiang Deng^#¹, Tianbao Yang^#², Hui Wang³, Chong Yang³, Lihua Cheng³, Shuang-Feng Yin², Nobuaki Kambe⁴, Renhua Qiu^{5

6}

Affiliations

¹ College of Chemical Engineering, Key Laboratory of Inferior Crude Oil Upgrade Processing of Guangdong Provincial Higher Education Institutes, Guangdong University of Petrochemical Technology, Maoming, 525000, Guangdong, China. yqdeng@gdupt.edu.cn.
² State Key Laboratory of Chemo/Biosensing and Chemometrics, Advanced Catalytic Engineering Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082, China.
³ College of Chemical Engineering, Key Laboratory of Inferior Crude Oil Upgrade Processing of Guangdong Provincial Higher Education Institutes, Guangdong University of Petrochemical Technology, Maoming, 525000, Guangdong, China.
⁴ The Institute of Scientific and Industrial Research, Osaka University, 8-1 Mihogaoka, Ibaraki, Osaka, 567-0047, Japan.
⁵ College of Chemical Engineering, Key Laboratory of Inferior Crude Oil Upgrade Processing of Guangdong Provincial Higher Education Institutes, Guangdong University of Petrochemical Technology, Maoming, 525000, Guangdong, China. renhuaqiu1@hnu.edu.cn.
⁶ State Key Laboratory of Chemo/Biosensing and Chemometrics, Advanced Catalytic Engineering Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082, China. renhuaqiu1@hnu.edu.cn.

^# Contributed equally.

PMID: 34668085
DOI: 10.1007/s41061-021-00355-5

Review

Recent Progress on Photocatalytic Synthesis of Ester Derivatives and Reaction Mechanisms

Yiqiang Deng et al. Top Curr Chem (Cham). 2021.

. 2021 Oct 19;379(6):42.

doi: 10.1007/s41061-021-00355-5.

Authors

Yiqiang Deng^#¹, Tianbao Yang^#², Hui Wang³, Chong Yang³, Lihua Cheng³, Shuang-Feng Yin², Nobuaki Kambe⁴, Renhua Qiu^{5

6}

Affiliations

¹ College of Chemical Engineering, Key Laboratory of Inferior Crude Oil Upgrade Processing of Guangdong Provincial Higher Education Institutes, Guangdong University of Petrochemical Technology, Maoming, 525000, Guangdong, China. yqdeng@gdupt.edu.cn.
² State Key Laboratory of Chemo/Biosensing and Chemometrics, Advanced Catalytic Engineering Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082, China.
³ College of Chemical Engineering, Key Laboratory of Inferior Crude Oil Upgrade Processing of Guangdong Provincial Higher Education Institutes, Guangdong University of Petrochemical Technology, Maoming, 525000, Guangdong, China.
⁴ The Institute of Scientific and Industrial Research, Osaka University, 8-1 Mihogaoka, Ibaraki, Osaka, 567-0047, Japan.
⁵ College of Chemical Engineering, Key Laboratory of Inferior Crude Oil Upgrade Processing of Guangdong Provincial Higher Education Institutes, Guangdong University of Petrochemical Technology, Maoming, 525000, Guangdong, China. renhuaqiu1@hnu.edu.cn.
⁶ State Key Laboratory of Chemo/Biosensing and Chemometrics, Advanced Catalytic Engineering Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Hunan University, Changsha, 410082, China. renhuaqiu1@hnu.edu.cn.

^# Contributed equally.

PMID: 34668085
DOI: 10.1007/s41061-021-00355-5

Abstract

Esters and their derivatives are distributed widely in natural products, pharmaceuticals, fine chemicals and other fields. Esters are important building blocks in pharmaceuticals such as clopidogrel, methylphenidate, fenofibrate, travoprost, prasugrel, oseltamivir, eszopiclone and fluticasone. Therefore, esterification reaction becomes more and more popular in the photochemical field. In this review, we highlight three types of reactions to synthesize esters using photochemical strategies. The reaction mechanisms involve mainly single electron transfer, energy transfer or other radical procedures.

Keywords: Blue light; Esterification; Esters; Photocatalyst; Visible light.

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References

1. Yang ZP, Fu GC (2020) Convergent catalytic asymmetric synthesis of esters of chiral dialkyl carbinols. J Am Chem Soc 142:5870–5875 - PubMed - PMC
1. Lin Y, Hirschi WJ, Kunadia A, Paul A, Ghiviriga I, Abboud KA, Karugu RW, Vetticatt MJ, Hirschi JS, Seidel D (2020) A Selenourea-Thiourea bronsted acid catalyst facilitates asymmetric conjugate additions of amines to alpha, beta-unsaturated esters. J Am Chem Soc 142:5627–5635 - PubMed - PMC
1. Penverne C, Hazard B, Rolando C, Penhoat M (2017) Scale-up study of benzoic acid alkylation in flow: from microflow capillary reactor to a milliflow reactor. Org Process Res Dev 21:1864–1868
1. Mannel DS, Ahmed MS, Root TW, Stahl SS (2017) Discovery of multicomponent heterogeneous catalysts via admixture screening: PdBiTe catalysts for aerobic oxidative esterification of primary alcohols. J Am Chem Soc 139:1690–1698 - PubMed
1. Gao W-C, Liu J, Jiang X (2021) Phthalimide-based-SSCF3 reagent for enantioselective dithiotrifluoromethylation. Org Chem Front 8:1275–1279

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[1] Yang ZP, Fu GC (2020) Convergent catalytic asymmetric synthesis of esters of chiral dialkyl carbinols. J Am Chem Soc 142:5870–5875 - PubMed - PMC

[2] Yang ZP, Fu GC (2020) Convergent catalytic asymmetric synthesis of esters of chiral dialkyl carbinols. J Am Chem Soc 142:5870–5875 - PubMed - PMC

[3] Lin Y, Hirschi WJ, Kunadia A, Paul A, Ghiviriga I, Abboud KA, Karugu RW, Vetticatt MJ, Hirschi JS, Seidel D (2020) A Selenourea-Thiourea bronsted acid catalyst facilitates asymmetric conjugate additions of amines to alpha, beta-unsaturated esters. J Am Chem Soc 142:5627–5635 - PubMed - PMC

[4] Lin Y, Hirschi WJ, Kunadia A, Paul A, Ghiviriga I, Abboud KA, Karugu RW, Vetticatt MJ, Hirschi JS, Seidel D (2020) A Selenourea-Thiourea bronsted acid catalyst facilitates asymmetric conjugate additions of amines to alpha, beta-unsaturated esters. J Am Chem Soc 142:5627–5635 - PubMed - PMC

[5] Penverne C, Hazard B, Rolando C, Penhoat M (2017) Scale-up study of benzoic acid alkylation in flow: from microflow capillary reactor to a milliflow reactor. Org Process Res Dev 21:1864–1868

[6] Penverne C, Hazard B, Rolando C, Penhoat M (2017) Scale-up study of benzoic acid alkylation in flow: from microflow capillary reactor to a milliflow reactor. Org Process Res Dev 21:1864–1868

[7] Mannel DS, Ahmed MS, Root TW, Stahl SS (2017) Discovery of multicomponent heterogeneous catalysts via admixture screening: PdBiTe catalysts for aerobic oxidative esterification of primary alcohols. J Am Chem Soc 139:1690–1698 - PubMed

[8] Mannel DS, Ahmed MS, Root TW, Stahl SS (2017) Discovery of multicomponent heterogeneous catalysts via admixture screening: PdBiTe catalysts for aerobic oxidative esterification of primary alcohols. J Am Chem Soc 139:1690–1698 - PubMed

[9] Gao W-C, Liu J, Jiang X (2021) Phthalimide-based-SSCF3 reagent for enantioselective dithiotrifluoromethylation. Org Chem Front 8:1275–1279

[10] Gao W-C, Liu J, Jiang X (2021) Phthalimide-based-SSCF3 reagent for enantioselective dithiotrifluoromethylation. Org Chem Front 8:1275–1279

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Recent Progress on Photocatalytic Synthesis of Ester Derivatives and Reaction Mechanisms

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Recent Progress on Photocatalytic Synthesis of Ester Derivatives and Reaction Mechanisms

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