A Study of Palladium Catalyzed Intra/Intermolecular Cascade Cross Coupling/Cyclizations Involving Bicyclopropylidene

Küçük Resim Yok

Tarih

2014

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

MDPI AG

Erişim Hakkı

info:eu-repo/semantics/openAccess

Özet

The compounds [3-(2-Bromocyclohex-2-enyloxy) prop-1-ynyl]-tert-butyldimethylsilane 3, [4-(2-bromocyclohex-2-en-1-yloxy)but-2-yn-1-yloxy] tert-butyldimethylsilane 5 and dimethyl 2-(2-bromocyclohex-2-enyl)-2-(3-(tert-butyldimethylsilanyl) prop-2ynyl) malonate 9 were prepared and subjected to palladium-catalyzed intra-intermolecular cascade cross couplings incorporating bicyclopropylidene 10 under two types of conditions. In the presence of Pd(OAc)(2), PPh3 and K2CO3 in acetonitrile at 80 degrees C, the products were indene analogues, cross-conjugated tetraenes 11, 12 and 13, respectively. The corresponding spirocyclopropanated tricycle 16 in dimethylformamide at 110 degrees C was obtained, albeit in low yield (24%), and observed as an equimolar mixture of diastereomers, whereas 14, 15 were not fully isolated.

Açıklama

Anahtar Kelimeler

cascade reactions, cross-coupling, palladium, cyclopropanes, electrocyclization

Kaynak

MOLECULES

WoS Q Değeri

Q2

Scopus Q Değeri

Q1

Cilt

19

Sayı

5

Künye