Leveraging fleeting strained intermediates to access complex scaffolds

SM Anthony, LG Wonilowicz, MS McVeigh, NK Garg - JACS Au, 2021 - ACS Publications
Arynes, strained cyclic alkynes, and strained cyclic allenes were validated as plausible
intermediates in the 1950s and 1960s. Despite initially being considered mere scientific …

Recent advances in the chemistry of benzo [c] furans and related compounds

W Friedrichsen - Advances in heterocyclic chemistry, 1999 - Elsevier
Publisher Summary Benzo [c] furans (isobenzofurans) constitute a unique class of π-
excessive heterocyclic compounds that can be derived from the isoconjugated indenyl …

Merging metals and strained intermediates

KA Spence, AT Meza, NK Garg - Chem catalysis, 2022 - cell.com
Strained intermediates such as cyclic alkynes and allenes are most commonly utilized in
nucleophilic additions and cycloadditions but have seen increased use in a third area of …

Probing the alkylidene carbene–strained alkyne equilibrium in polycyclic systems via the Fritsch–Buttenberg–Wiechell rearrangement

TE Anderson, DM Thamattoor, DL Phillips - Nature Communications, 2024 - nature.com
Strained cycloalkynes are valuable building blocks in synthetic chemistry due to their high
degree of reactivity and ability to form structurally complex scaffolds, common features of …

Elimination− Addition Mechanism for Nucleophilic Substitution Reaction of Cyclohexenyl Iodonium Salts and Regioselectivity of Nucleophilic Addition to the …

M Fujita, WH Kim, Y Sakanishi, K Fujiwara… - Journal of the …, 2004 - ACS Publications
The reaction of 4-substituted cyclohex-1-enyl (phenyl) iodonium tetrafluoroborate with
tetrabutylammonium acetate gives both the ipso and cine acetate-substitution products in …

Cyclic Allenes Up to Seven‐Membered Rings

M Christl - Modern Allene Chemistry, 2004 - Wiley Online Library
6 Cyclic Allenes Up to Seven-Membered Rings oxygen or a nitrogen atom next to the allene
moiety in the ring deviate from those of homocyclic 1, 2-cyclohexadienes [10–14]. Since 1, 3 …

Generation and trapping of a highly strained bicyclic allene: tricyclo [6.3. 1.02, 7] dodeca-2, 4, 6, 9, 10-pentaene

R Özen, M Balci - Tetrahedron, 2002 - Elsevier
10-Bromo-10-fluorotetracyclo [6.3. 1.02, 7.09, 11] dodeca-2, 4, 6-triene (12) was prepared by
addition of bromofluorocarbene to benzonorbornadiene (10). Treatment of a solution of 12 in …

Generation and Trapping of a Highly Strained Bicyclic Alkyne:  Tricyclo[6.3.1.02,7]dodeca-2,4,6-trien-9-yne

F Tümer, Y Taskesenligil, M Balci - The Journal of Organic …, 2001 - ACS Publications
High-temperature bromination of 10-bromotricyclo [6.3. 1.02, 7] dodeca-2, 4, 6, 9-tetraene
(8) resulted mainly in the formation of two isomeric tribromides (16 and 17) whose …

The cycloaddition reactions of angle strained cycloalkynes. A theoretical study

MD Su - Journal of the Chinese Chemical Society, 2005 - Wiley Online Library
The potential energy surfaces for the cycloaddition reactions of angle strained cycloalkynes
to ethylene have been studied using ab initio methods. All the stationary points were …

Tellurium-promoted stereoselective hydrodebromination of 1, 1-dibromoalkenes: synthesis of (E)-bromoalkenes

G Perin, AM Barcellos, TJ Peglow, PC Nobre… - RSC …, 2016 - pubs.rsc.org
We describe herein an efficient and simple method for the stereoselective
hydrodebromination of 1, 1-dibromoalkenes by using a catalytic amount of the nucleophilic …