Alyx Woodward (obsolete) @Alyx@computerfairi.es

ok, time for another _Organic Synthesis_ roulette

the word of the day: "smell" (really)

http://orgsyn.org/demo.aspx?prep=v94p0217

ok this is a somewhat fascinating but niche one. this article describes synthesis of a reagent for putting _trifluoromethylthio_ groups on things, so that's CF₃S-

not a group you see every day, but it's apparently useful in drug synthesis and other things where lipophilicity, i.e. a fondness for dissolving in fats, is important in a chemical compound

kinda feel like being there did what it needed to do anyway. it's time to move on

hey @chara_dreemurr@plural.cafe

*hugs*

sorry about that business. sorry you ended up run off the instance by someone without any courage or interest in the truth

teach's name is "Dan Rodgers", which is about as boring and white as a name gets. maybe he's related to Paul Rodgers

(puts some Bad Company on)

gawd I HATE being "introduced to the class". I'm with Chara in a way, classmates aren't my friends and I don't feel like I need to talk to 'em except in my own sweet time, don't need my teachers trying to push us together into groups and shit

"Lomax Torchstone", there's a name that piles on the semiotic coding huh? "lo" + "max", and then "torchstone" is kind of a giveaway

anyway Lomax's teacher does that really shitty thing that teachers like to do, which is turn a small disruption like entering a class a few minutes late into a much bigger disruption by calling it out

🔴 hey that's why I'd never go into class if I was late. I was sparing the other kids!

yeah right Chara

blech. had second thoughts about continuing this impromptu toot series of mine, but shit, I'm a chemist. if I tossed away everything of value just because it came from problematical sources, I'd have to throw my whole library away

anyway, page 5 of "Parallax".

https://www.parallaxcomic.com/comic/page-05

looks like Chara has a name of their own, "Lomax Torchstone". what sort of name is THAT? I kinda _preferred_ "Chara"

oh, well, "Lomax" it is

🔴 booooo

I thought you said that wasn't you!

well, that's neat I guess. can't imagine ever carrying this one out

looks like some _internal_ alkynes were used, yielding 2,3-disubstituted indoles with good regioselectivity (i.e. even though two possible indoles could be obtained, generally only one was obtained in quantity). it's not clear to me from the provided examples what controls the regioselectivity

slightly elaborate method, although conceptually it's simple enough: the precursors for the indole are N-acetylphenylhydroxyamine and a terminal alkyne, 1-hexyne, yielding N-acetyl-2-n-butylindole. the hitch is what's used for catalysis: zinc trifluoromethanesulfonate, the silver salt of N,N-bis(trifluoromethanesulfonyl)imine (a strong acid that supplies a _highly_ non-nucleophilic anion), and a complex of gold(I) with a very bulky triarylphosphite ligand, that needs to be made from scratch

bleh, slipped into inactivity again. I blame Chara

🔴 we've been busy!

I know, I know, I'm kidding! anyway, let's do an _Organic Syntheses_ roulette again

the word is "compare"

oh haha I recognize the _first_ hit already, it came up once (think I might have posted that one to Twitter not here, it was a synthesis of an iridium(III) complex of 2-phenylpyridine

so here's the second hit

http://orgsyn.org/demo.aspx?prep=v95p0015

synthesis of a 2-substitute indole

https://youtu.be/uR_2MMar0s0

ya still got that undertales.xyz domain, @chara_dreemurr@plural.cafe, maybe finally do something with it

wait a sec @chara_dreemurr@plural.cafe what about all that stuff about Ralsei

still pissed at you. you were cruel to us

but I like to think you helped too

glad you're feeling better.