Organic Letters, Год журнала: 2021, Номер 23(16), С. 6367 - 6371
Опубликована: Июль 29, 2021
A simple one-pot procedure enables the sequential, regioselective, and diastereoselective introduction of same or two different substituents to α- α′-positions unprotected azacycles. Aryl, alkyl, alkenyl are introduced via their corresponding organolithium compounds. The scope this transformation includes pyrrolidines, piperidines, azepanes, piperazines.
Язык: Английский
Nature Synthesis, Год журнала: 2023, Номер 2(3), С. 217 - 230
Опубликована: Фев. 16, 2023
Язык: Английский
Процитировано
67
Chemical Society Reviews, Год журнала: 2023, Номер 52(21), С. 7461 - 7503
Опубликована: Янв. 1, 2023
Over the past few decades, advent of C–H activation has led to a rethink among chemists about synthetic strategies employed for multi-step transformations.
Язык: Английский
Процитировано
52
Organic Chemistry Frontiers, Год журнала: 2021, Номер 8(16), С. 4582 - 4606
Опубликована: Янв. 1, 2021
Functionalized cyclic amines are the essential structural moieties of numerous biologically active compounds. This review summarized most recent advances in C–H, C–N and C–C bond functionalization saturated amines.
Язык: Английский
Процитировано
63
Nature Catalysis, Год журнала: 2023, Номер 6(4), С. 351 - 362
Опубликована: Апрель 17, 2023
Язык: Английский
Процитировано
27
Science, Год журнала: 2024, Номер 384(6697), С. 815 - 820
Опубликована: Май 16, 2024
Generally, the acidity of carbon-hydrogen bonds is most sensitive to functionality just one or two away. Here, we present an approach formation carbon-carbon σ by remote proton elimination, a distinct mode activation enabled distal acidification through five bonds. Application elimination cyclodecyl cations unveiled appealing method for synthesis decalins. The transformation regioconvergent, proceeds without need directing group precious metal, and demonstrates exquisite site selectivity. An in-depth computational study illuminated reaction mechanism. Additionally, describe complete stereoisomeric enrichment decalin products epimerization mediated hydrogen atom transfer.
Язык: Английский
Процитировано
8
Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(18), С. 5041 - 5052
Опубликована: Янв. 1, 2022
This review highlights the encouraging advances in hydride transfer-involved dearomatization reaction during past decade, content of which is categorized according to acceptors, namely vinylogous imines and quinone methides.
Язык: Английский
Процитировано
33
Organic Letters, Год журнала: 2023, Номер 25(14), С. 2432 - 2437
Опубликована: Апрель 5, 2023
An unprecedented hydride transfer-triggered cross-dehydrogenative coupling of two C(sp3)-H bonds to target nine-membered rings has been developed. Salient features this methodology include atom and step economy metal-free redox-neutral conditions, with water as the byproduct proceeding well even decomposed aldehydes.
Язык: Английский
Процитировано
17
Organic Letters, Год журнала: 2024, Номер 26(9), С. 1824 - 1827
Опубликована: Фев. 28, 2024
A synthetic strategy for forming multisubstituted naphthalenes based on hydride shift mediated C(sp3)–H bond functionalization was developed. This consists of three successive transformations: (1) an intramolecular functionalization; (2) a decarboxylative fragmentation; and (3) oxidation reaction. When benzylidene malonates having 2-alkoxyethyl group at the ortho position were treated with catalytic amount Al(OTf)3, shift/cyclization reaction proceeded smoothly to afford tetralin derivatives in good chemical yields. The resulting tetralins easily converted into by exposing them modified Krapcho decarboxylation conditions (LiCl, DMSO, heating under O2 atmosphere). one-pot operation these two reactions also realized.
Язык: Английский
Процитировано
7
Bulletin of the Chemical Society of Japan, Год журнала: 2022, Номер 95(2), С. 296 - 305
Опубликована: Янв. 12, 2022
Abstract An efficient catalytic internal redox reaction (hydride shift mediated C(sp3)–H bond functionalization) has been developed, which the following salient features: (1) functionalization, (2) Lewis and/or Brønsted acid catalyzed (transition metals employed in conventional C–H functionalization are not required), and (3) construction of complex polycycles that otherwise difficult to synthesize by methods. Our recent efforts on development novel types hydride shift/cyclization system described.
Язык: Английский
Процитировано
26
Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(6), С. 1668 - 1674
Опубликована: Янв. 1, 2022
The dearomative [5 + 1] annulation of 2-methylindoles with new five-membered synthon was developed through cascade [1,5]-hydride transfer/dearomative cyclization in HFIP for the synthesis spirochromanes bearing 2-methylindolenine skeleton.
Язык: Английский
Процитировано
24