Ni-Pd Catalyzed Cyclization of Sulfanyl 1,6-Diynes: Synthesis of 1%26apos;-Homonucleoside Analogues

作者：Kobayashi Yuka; Tanahashi Rena; Yamaguchi Yui; Hatae Noriyuki; Kobayashi Masanori; Ueno Yoshihito; Yoshimatsu Mitsuhiro

来源：Journal of Organic Chemistry, 2017, 82(5): 2436-2449.

DOI：10.1021/acs.joc.6b02841

The Ni-Pd catalyzed addition-cyclization of sulfanyl 1,6-diynes 2-9 with nucleobases is described. The reactions of N-tethered 1,6-diynes with N-3-benzoylthymine, N-4,N-4-bis(Boc)cytosine, N-3-benzoyluracil and N-6,N-6-bis(Boc)adenine exclusively afforded the pyrrolylmethyl and furylmethyl nucleotides in good yields. Deprotection of nucleobases was completed by treatment with adds or bases. Furthermore, the reactions of pyrroles and furans with nucleophiles such as alkoxides and amines underwent detosylation arylaminomethyl-pyrroles and furans in good yields. and conversion to the alkoxymethyl- and arylaminomethyl-pyrroles and furans in good yields.

• 出版日期2017-3-3