Pathways of Pd-catalyzed cyclopropanation of tetrahydroindene with diazomethane

Pathways of Pd-catalyzed cyclopropanation of tetrahydroindene with diazomethane Full article

Journal

Mendeleev Communications
ISSN: 1364-551X , E-ISSN: 0959-9436

Output data

Year: 2020, Volume: 30, Number: 5, Pages: 612-614 Pages count : 3 DOI: 10.1016/j.mencom.2020.09.020

Authors

Shulishov Evgeny V. ¹ , Pantyukh Olga A. ¹ , Menchikov Leonid G. ¹ , Tomilov Yury V. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation

The Pd-catalyzed cyclopropanation of 3a,4,7,7a-tetrahydro-1H-indene with diazomethane unexpectedly affords monoand dicyclopropanation products in good yields, the cyclopentene double bond being approximately three times more reactive than the cyclohexene one. In contrast, similar independent competitive cyclopropanation of a cyclopentene–cyclohexene mixture has shown that cyclohexene exhibits an abnormally low reactivity differing by about two orders of magnitude.

Shulishov E.V. , Pantyukh O.A. , Menchikov L.G. , Tomilov Y.V.
Pathways of Pd-catalyzed cyclopropanation of tetrahydroindene with diazomethane
Mendeleev Communications. 2020. V.30. N5. P.612-614. DOI: 10.1016/j.mencom.2020.09.020 WOS Scopus OpenAlex

≡ Web of science:	WOS:000577530900020
≡ Scopus:	2-s2.0-85092042782
≡ OpenAlex:	W3090726030