30616-73-0Relevant articles and documents
A Diels–Alder/Ene Cascade Leading to 5-(Pyrrolidin-3-yl)thieno[3,2-e]isoindoles from Ketone-derived 2-Vinylthiophenes and N-Phenylmaleimide
Noland, Wayland E.,Huisenga, Matthew P.,Herzig, Ryan J.,Rosenow, John A.,Kim, Hoyeon,Kroll, Neil J.,Nesmelov, Andrei,Johnson, Benjamin T.,Duncan, Nathan S.,Ratanayanon, Jidapa,Yue, Ruixian A.,Xiong, Kenny,Ong, Bee K.,Vo, Diane T.,Klein, Nathan D.,Lang, Simon B.,Riley, Jacob K.,Daniels, Steven P.,Tritch, Kenneth J.
, p. 2698 - 2714 (2018)
In an extension of our prior work with indoles and pyrroles, the Diels–Alder chemistry of substituted 2-vinylthiophenes was explored, using N-phenylmaleimide as the dienophile. The dienes were prepared from thiophene in two steps by addition to various ketones, followed by dehydration (40–60% overall yields). Although most dienes were obtained as regioisomeric mixtures, the Diels–Alder-derived products were easily purified by chromatography. The main cycloaddition pathway was endo Diels–Alder addition followed by exo ene addition of a second molecule of dienophile (19–33% yields). Several products were desulfurized with Raney nickel (48–62% yields). Unfortunately, no thiophene-derived products showed the promising biological activity of the previously reported indole analogs.
Ni-Catalyzed Reductive Allylation of α-Chloroboronates to Access Homoallylic Boronates
Lou, Yixian,Qiu, Jian,Yang, Kai,Zhang, Feng,Wang, Chenglan,Song, Qiuling
supporting information, p. 4564 - 4569 (2021/06/28)
The transition-metal-catalyzed allylation reaction is an efficient strategy for the construction of new carbon-carbon bonds alongside allyl or homoallylic functionalization. Herein we describe a Ni-catalyzed reductive allylation of α-chloroboronates to efficiently render the corresponding homoallylic boronates, which could be readily converted into valuable homoallylic alcohols or amines or 1,4-diboronates. This reaction features a broad substrate scope with good functional group compatibility that is complementary to the existing methods for the preparation of homoallylic boronates.
Method for oxidative cracking of compound containing unsaturated double bonds
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Paragraph 0038-0043; 0059-0061, (2021/07/09)
The invention relates to a method for oxidative cracking of a compound containing unsaturated double bonds. The method comprises the following steps: (A) providing a compound (I) containing unsaturated double bonds, a trifluoromethyl-containing reagent and a catalyst, wherein the catalyst is shown as a formula (II): M(O)mL1yL2z (II), M, L1, L2, m, y, z, R1, R2 and R3 being defined in the specification; and (B) mixing the compound containing the unsaturated double bonds and the trifluoromethyl-containing reagent, and performing an oxidative cracking reaction on the compound containing the unsaturated double bonds in the presence of air or oxygen by using the catalyst to obtain a compound represented by formula (III),.