Studies Toward the Scaling of Gas-Liquid Photocycloadditions

被引：20

作者：

Corcoran, Emily B. ^{[1
]}

Levesque, Francois ^{[1
]}

McMullen, Jonathan P. ^{[1
]}

Naber, John R. ^{[1
]}

机构：

[1] Merck Sharp & Dohme Corp, Dept Proc Res & Dev, Rahway, NJ 07065 USA

来源：

CHEMPHOTOCHEM | 2018年 / 2卷 / 10期

关键词：

cycloaddition reactions; flow chemistry; gas-liquid reaction; photochemistry; reactor fouling; FLOW REACTOR; PHOTOCHEMISTRY;

D O I：

10.1002/cptc.201800098

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The gas-liquid biphasic photochemical [2+2] cycloaddition of maleic anhydride with ethylene was identified as a desirable strategy for the divergent synthesis of cyclobutane derivatives. To address the challenge of utilizing this transformation on a larger scale, studies toward the development of a stable process with sufficient productivity were undertaken. These studies revealed the importance of several reaction parameters to enhance both the gas solubility in solution and the efficient utilization of photons from various types of light sources.

引用

页码：931 / 937

页数：7

共 33 条

[11] Stereoselective chemoenzymatic synthesis of the four stereoisomers of L-2-(2-carboxycyclobutyl)glycine and pharmacological characterization at human excitatory amino acid transporter subtypes 1, 2, and 3 [J].

Faure, Sophie ;

Jensen, Anders A. ;

Maurat, Vincent ;

Gu, Xin ;

Sagot, Emmanuelle ;

Aitken, David J. ;

Bolte, Jean ;

Gefflaut, Thierry ;

Bunch, Lennart .

JOURNAL OF MEDICINAL CHEMISTRY, 2006, 49 (22) :6532-6538

[12] INDUSTRIAL APPLICATIONS OF PHOTO-CHEMICAL SYNTHESES [J].

FISCHER, M .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1978, 17 (01) :16-26

[13] 3II-NM UVB PHOTOTHERAPY - AN EFFECTIVE TREATMENT FOR PSORIASIS [J].

GREEN, C ;

FERGUSON, J ;

LAKSHMIPATHI, T ;

JOHNSON, BE .

BRITISH JOURNAL OF DERMATOLOGY, 1988, 119 (06) :691-696

[14] The excimer radiation system:: a powerful tool for preparative organic photochemistry.: A technical note [J].

Griesbeck, AG ;

Maptue, N ;

Bondock, S ;

Oelgemöller, M .

PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2003, 2 (04) :450-451

[15] A practical flow reactor for continuous organic photochemistry [J].

Hook, BDA ;

Dohle, W ;

Hirst, PR ;

Pickworth, M ;

Berry, MB ;

Booker-Milburn, KI .

JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (19) :7558-7564

[16]

Konig B., 2013, CHEM PHOTOCATALYSIS, P400

[17] Continuous-flow photochemistry: A need for chemical engineering [J].

Loubiere, Karine ;

Oelgemoeller, Michael ;

Aillet, Tristan ;

Dechy-Cabaret, Odile ;

Prat, Laurent .

CHEMICAL ENGINEERING AND PROCESSING-PROCESS INTENSIFICATION, 2016, 104 :120-132

[18] The Use of Gases in Flow Synthesis [J].

Mallia, Carl J. ;

Baxendale, Ian R. .

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2016, 20 (02) :327-360

[19]

Metzger R., 1959, ANGEW CHEM, V71, P229, DOI DOI 10.1002/ANGE.19590710702

[20] THE TRIPLET ENERGIES OF BUTENEDIOIC ACID-DERIVATIVES [J].

MIRBACH, MJ ;

MIRBACH, MF ;

SAUS, A .

JOURNAL OF PHOTOCHEMISTRY, 1982, 18 (04) :391-393

← 1 2 3 4 →