33603-90-6Relevant articles and documents
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.
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
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
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
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
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.
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
