33603-90-6Relevant academic research and scientific papers
4-exo-dig cyclocarbopalladation: A straightforward synthesis of cyclobutanediols from acyclic γ-bromopropargylic diols under microwave irradiation conditions
Bour, Christophe,Suffert, Jean
, p. 1390 - 1395 (2006)
Treatment of acyclic γ-bromopropargylic diols with tributyl-stannylated alkynes under palladium catalysis and microwave irradiation conditions gives high yields of the bis(alkylidene)cyclobutanediol derivatives and cyclobutenediols through an efficient 4-exo-dig cyclocarbopalladation. The cyclization is general with a wide variety of alkyne derivatives and gives access to new cyclobutane ring systems bearing one exocyclic double bond and one eneyne substituent as well as bicyclic dienes sharing a common double bond that may be of interest for further elaborations of complex molecules. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
Modular Synthesis of α-Substituted Alkenyl Acetals by a Palladium-Catalyzed Suzuki Reaction of α-Haloalkenyl Acetals with Organoboranes
Zhang, Li
supporting information, p. 723 - 727 (2021/02/26)
A modular and straightforward synthetic strategy for the preparation of α-substituted alkenyl acetals has been developed. α-Haloalkenyl acetals react smoothly with (het)aryl boronic acids, aryl boronates, or B-Alkyl-9-borabicyclo[3.3.1]nonanes through Pd-catalyzed Suzuki cross-coupling under mild conditions with good to high yields. This protocol features a broad substrate scope and good functional-group compatibility, and is easily scaled up.
DMAP-Catalyzed C—N Bond Formation for Diverse Synthesis of Imidazo[1,2-a]pyrimidine and Pyrimido[1,2-a]benzimidazole Derivatives
Shang, Le-Le,Feng, Yun,Gao, Xing-Lian,Chen, Zi-Ren,Xia, Yu,Jin, Wei-Wei,Liu, Chen-Jiang
supporting information, p. 1595 - 1599 (2020/10/02)
A DMAP (2-dimethylaminopyridine)-catalyzed condensation reactions for the successful direct construction of pyrimido[1,2-a]benzimidazole or imidazo[1,2-a]pyrimidine has been developed. The method utilizes readily available α-bromocinnamaldehydes with 2-am
Stereodivergent synthesis of 2-alkynyl buta-1,3-dienes using Sonogashira coupling with controllable retention or inversion of olefin geometry
Shakhmaev, Rinat N.,Ignatishina, Maria G.,Zorin, Vladimir V.
supporting information, (2020/01/08)
A stereodivergent approach to 2-alkynyl buta-1,3-dienes from a single stereoisomer of starting α-bromoenal has been developed. By simply switching the sequence of Sonogashira and Horner-Wadsworth-Emmons reactions, it is possible to obtain these branched d
Aminothiolation of α-Bromocinnamaldehydes to Access Imidazo[2,1-b]thiazoles by Incorporation of Two Distinct Photoinduced Processes
Chen, Ziren,Jin, Weiwei,Xia, Yu,Zhang, Yonghong,Xie, Mengwei,Ma, Shangchao,Liu, Chenjiang
supporting information, p. 8261 - 8266 (2020/11/02)
A visible-light-promoted metal-free catalytic system was developed to achieve the aminothiolation of α-bromocinnamaldehydes. This mechanistically novel approach allows the synthesis of diverse imidazo[2,1-b]thiazole derivatives in satisfactory yields at r
Direct Synthesis of Benzo[f]indazoles from Sulfonyl Hydrazines and 1,3-Enynes by Copper-Catalyzed Annulation
Yao, Biao,Miao, Tao,Li, Pinhua,Wang, Lei
supporting information, p. 124 - 128 (2019/01/11)
A novel and efficient strategy for the direct synthesis of benzo[f]indazoles via copper-catalyzed cascade reaction of sulfonyl hydrazides with 1,3-enynes under mild conditions has been developed. This method achieves the formation of two C-N bonds and one
Titanocene(III) chloride mediated radical induced addition-elimination route to the synthesis of racemic and optically active trisubstituted tetrahydrofurans: Formal synthesis of magnofargesin and 7’-epimagnofargesin
Chakraborty,Mandal,Roy
, p. 1067 - 1079 (2016/07/19)
Titanocene(III) Chloride mediated radical induced synthesis of 4-benzylidene substituted tetrahydrofuran, a typical lignan skeleton, has been accomplished in good yield through addition-elimination route in racemic as well as in optically active forms. The method has been applied to the synthesis of furano lignans, magnofargesin (1) and 7’-epimagnofargesin (2) in optically active forms.
One-pot sequential asymmetric hydrogenation of β-aryl-β-aryloxy acroleins
Liu, Yufeng,Chen, Jianzhong,Zhang, Zhenfeng,Qin, Jian,Zhao, Min,Zhang, Wanbin
supporting information, p. 7099 - 7102 (2016/07/30)
A one-pot sequential asymmetric hydrogenation of β-aryl-β-aryloxy acroleins has been realized for the preparation of chiral 3-aryl-3-aryloxy alcohols with excellent yields and good enantioselectivities. This methodology can be employed in new synthetic routes for the synthesis of fluoxetine, atomoxetine, and related analogues.
Regioselective synthesis of α-bromo-α,β-unsaturated carbonyl compounds via photocatalytic α-bromination reactions
Wang, Dan,Zhao, Yating,Yang, Chao,Xia, Wujiong
, p. 190 - 194 (2016/02/16)
A visible light-mediated approach for the preparation of α-bromo-α,β-unsaturated ketones and aldehydes was developed. In comparison to traditional methods that generally take two steps to afford the above compounds, this protocol was highlighted by its op
PPh3·HBr-DMSO mediated expedient synthesis of γ-substituted β,γ-unsaturated α-ketomethylthioesters and α-bromo enals: Application to the synthesis of 2-methylsulfanyl-3(2 H)-furanones
Mal, Kanchan,Sharma, Abhinandan,Maulik, Prakas R.,Das, Indrajit
supporting information, p. 662 - 667 (2014/01/23)
An efficient chemoselective general procedure for the synthesis of γ-substituted β,γ-unsaturated α-ketomethylthioesters from α,β-unsaturated ketones has been achieved through an unprecedented PPh3·HBr-DMSO mediated oxidative bromination and Kornblum oxidation sequence. The newly developed reagent system serves admirably for the synthesis of α-bromoenals from enals. Furthermore, AuCl 3-catalyzed efficient access to 3(2H)-furanones from the above intermediates under extremely mild conditions are described. Copyright
