Any 4-Methoxy-tryptamine, such as 4-MeO-MIPT (http://www.erowid.org/library/books_online/tihkal/tihkal39.shtml)
(http://www.erowid.org/library/books_online/tihkal/tihkal39.shtml)
Well, the first Catalytic Transfer Hydrogenation was reported in the literature only 50 years ago:
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000453254-file_fdlo.gif)"In 1952, Braude, Linstead, et al. reported the striking discovery that ethylenic
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000453254-file_fdlo.gif)and acetylenic linkages could be reduced in high yield and purity by refluxing with
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000453254-file_fdlo.gif)cyclohexene in tetrahydrofuran at 65°C in the presence of palladium black."
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000453254-file_fdlo.gif)"[They] made the suggestion that catalytic hydrogen transfer from an organic
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000453254-file_fdlo.gif)donor molecule to a variety of organic acceptors might be possible under mild
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000453254-file_fdlo.gif)conditions. In fact, sporadic use had been made in the past of unsaturated
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000453254-file_fdlo.gif)compounds as hydrogen acceptors in catalytic dehydrogenation reactions.
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000453254-file_fdlo.gif)However, few systematic studies were directed toward the reverse process,
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000453254-file_fdlo.gif)catalytic transfer hydrogenation."
Cited from:
Catalytic Transfer Hydrogenation (Review)
Gottfried Brieger, Terry J. Nestrick
Chem. Rev. 74, 567-580 (1974) (https://www.thevespiary.org/rhodium/Rhodium/pdf/cth.review.pdf)
(https://www.thevespiary.org/rhodium/Rhodium/pdf/cth.review.pdf)
Edit: Hmm, it seems like the question I answered disappeared meanwhile... Oh well, it doesn't matter, this is interesting anyway :)
Also, here is a related review article of interest:
Heterogeneous Catalytic Transfer Hydrogenation (Review)
R.A.W. Johnstone, A.H. Wilby, I.D. Entwistle
Chem. Rev. 85, 129-170 (1985) (https://www.thevespiary.org/rhodium/Rhodium/pdf/heterogenous.cth.review.pdf)
(https://www.thevespiary.org/rhodium/Rhodium/pdf/heterogenous.cth.review.pdf)
See the last step (Scheme 1): Post 456207 (https://www.thevespiary.org/talk/index.php?topic=12618.msg45620700#msg45620700)
(pHarmacist: "Labelled indolealkylamines for brain mapping", Tryptamine Chemistry)
Good luck!