Visible-light promoted one-pot synthesis of sulfonated spiro[4,5]trienones from propiolamides, anilines and sulfur dioxide under transition metal-free conditions DOI
Yu Liu, Qiaolin Wang, Zan Chen

et al.

Chemical Communications, Journal Year: 2019, Volume and Issue: 55(81), P. 12212 - 12215

Published: Jan. 1, 2019

A novel visible-light promoted sulfonylation/ipso-cyclization of N-arylpropiolamides with aromatic amines and DABCO·(SO2)2 to synthesize various sulfonated spiro[4,5]trienones is reported.

Language: Английский

Recent advances of 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) in photocatalytic transformations DOI
Tianyi Shang,

Linghui Lu,

Zhong Cao

et al.

Chemical Communications, Journal Year: 2019, Volume and Issue: 55(38), P. 5408 - 5419

Published: Jan. 1, 2019

In this review, the recent advances of application 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) as a photoredox catalyst in past three years (2016–2018) for various organic reactions are summarized.

Language: Английский

Citations

557

Organoselenium Compounds: Chemistry and Applications in Organic Synthesis DOI Open Access

Juan M. Sonego,

Sheila I. de Diego,

Sergio H. Szajnman

et al.

Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 29(52)

Published: June 28, 2023

Abstract Selenium, originally described as a toxin, turns out to be crucial trace element for life that appears selenocysteine and its dimer, selenocystine. From the point of view drug developments, selenium‐containing drugs are isosteres sulfur oxygen with advantage presence selenium atom confers antioxidant properties high lipophilicity, which would increase cell membrane permeation leading better oral bioavailability. In this article, we have focused on relevant features atom, above all, corresponding synthetic approaches access variety organoselenium molecules along proposed reaction mechanisms. The preparation biological selenosugars, including selenoglycosides, selenonucleosides, selenopeptides, other compounds will treated. We attempted condense most important aspects interesting examples chemistry into single article.

Language: Английский

Citations

56

Metal-free C3-alkoxycarbonylation of quinoxalin-2(1H)-ones with carbazates as ecofriendly ester sources DOI
Long‐Yong Xie, Sha Peng,

Tai‐Gang Fan

et al.

Science China Chemistry, Journal Year: 2019, Volume and Issue: 62(4), P. 460 - 464

Published: March 7, 2019

Language: Английский

Citations

124

Natural Deep Eutectic Solvent-Catalyzed Selenocyanation of Activated Alkynes via an Intermolecular H-Bonding Activation Process DOI
Chao Wu,

Haijing Xiao,

Shuwen Wang

et al.

ACS Sustainable Chemistry & Engineering, Journal Year: 2019, Volume and Issue: 7(2), P. 2169 - 2175

Published: Jan. 10, 2019

By employing cheap and biodegradable natural deep eutectic solvent as the catalyst reaction media, selective selenocyanation of activated alkynes via an intermolecular H-bonding activation pathway has been achieved, which allows for efficient construction various Z-vinyl selenolates.

Language: Английский

Citations

121

Sustainable routes for quantitative green selenocyanation of activated alkynes DOI

Linghui Lu,

Zheng Wang,

Xia Weng

et al.

Chinese Chemical Letters, Journal Year: 2019, Volume and Issue: 30(6), P. 1237 - 1240

Published: April 16, 2019

Language: Английский

Citations

104

Photoredox-catalyzed hydrosulfonylation reaction of electron-deficient alkenes with substituted Hantzsch esters and sulfur dioxide DOI

Xuefeng Wang,

Min Yang,

Wenlin Xie

et al.

Chemical Communications, Journal Year: 2019, Volume and Issue: 55(43), P. 6010 - 6013

Published: Jan. 1, 2019

A sulfonylation reaction of 4-substituted Hantzsch esters, DABCO·(SO2)2, and electron-deficient alkenes at room temperature in the presence photoredox catalysis under visible light irradiation is described. Not only (E)-chalcones but also (vinylsulfonyl)benzene 2-vinylpyridine are all suitable substrates transformation. This mild conditions shows a broad substrate scope with good functional group compatibility. plausible mechanism proposed, which that esters would be radical reservoirs catalysis. The alkyl generated situ from ester trapped by sulfur dioxide to produce an alkylsulfonyl radical, then undergo further transformation leading final outcome.

Language: Английский

Citations

101

Metal-catalyzed radical-type transformation of unactivated alkyl halides with C–C bond formation under photoinduced conditions DOI
S. Ye,

Tianyi Xiang,

Xiaofang Li

et al.

Organic Chemistry Frontiers, Journal Year: 2019, Volume and Issue: 6(13), P. 2183 - 2199

Published: Jan. 1, 2019

Recent advances in the metal-catalyzed radical-type transformation of unactivated alkyl halides with C–C bond formation under photoinduced conditions are summarized. Usually, a broad reaction scope is observed including tertiary, secondary, and primary halides, good functional group compatibility.

Language: Английский

Citations

101

Photocatalyst-Free Regioselective C–H Thiocyanation of 4-Anilinocoumarins under Visible Light DOI
Guoqing Li,

Qiuli Yan,

X. G. Gong

et al.

ACS Sustainable Chemistry & Engineering, Journal Year: 2019, Volume and Issue: 7(16), P. 14009 - 14015

Published: Aug. 2, 2019

In the present study, we describe successful development of a novel and efficient C(sp2)–H thiocyanation reaction electron-rich heteroarenes arenes with readily available ammonium thiocyanate under visible light exposure. Most importantly, proceeded smoothly without addition any photocatalyst or strong oxidant, ultimately minimizing production chemical waste. The advantages this met requirements green sustainable synthetic chemistry may be widely used in organic synthesis pharmaceutical chemistry.

Language: Английский

Citations

95

Recent advances in using 4DPAIPN in photocatalytic transformations DOI
Praveen P. Singh, Vishal Srivastava

Organic & Biomolecular Chemistry, Journal Year: 2020, Volume and Issue: 19(2), P. 313 - 321

Published: Nov. 19, 2020

1,3-Dicyano-2,4,5,6-tetrakis(diphenylamino)-benzene has emerged as a powerful and attractive metal-free organophotocatalyst for organic transformation is expected to contribute great extent toward the advancement development of synthetic methodologies.

Language: Английский

Citations

95

Photoinduced Sulfonylation Reactions through the Insertion of Sulfur Dioxide DOI
S. Ye, Xiaofang Li,

Wenlin Xie

et al.

European Journal of Organic Chemistry, Journal Year: 2019, Volume and Issue: 2020(10), P. 1274 - 1287

Published: May 3, 2019

Recent advances in the photoinduced sulfonylation reactions through insertion of sulfur dioxide are summarized. Among approaches developed reactions, via radical process can be accomplished with assistance photoredox catalysis presence visible light or under ultraviolet irradiation, depending substrates used reactions. Under conversion completed metal‐ and additive‐free conditions. It is noteworthy that alkyl halides possessing eliminable β‐hydrogen atom effective as precursors dioxide. Two parts, according to reaction pathways, introduced: (a) photo‐initiated formation subsequent capture dioxide; (b) photo‐assisted single electron transfer (SET) after During transformation, an oxidative reductive would occur catalysis.

Language: Английский

Citations

93